-
120.“Azaaldol Condensation of a Lithium Enolate Solvated by N,N,N’,N’-Tetramethylethylenediamine: Dimer Based
1,2-Addition to Imines.”
De Vries, T. S.; Bruneau, A. M.; Liou, L. R.; Subramanian, H.; Collum, D. B. J. Am. Chem. Soc. 2013, 135, 4103-4109.
Supporting Information
119. “Computational Studies of Lithium Diisopropylamide Deaggregation.”
Hoepker, A. C.; Collum, D. B. J. Org. Chem. 2011.
Supporting Information
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118.“Regioselective Lithium Diisopropylamide-Mediated Ortholithiation of 1-Chloro-3-(trifluoromethyl)benzene: Role
of Autocatalysis, Lithium Chloride Catalysis, and Reversibility.”
Hoepker, A. C., Gupta, L., Ma, Y., Faggin, M. F., Collum, D. B. J. Am. Chem. Soc. 2011, 133, 7135-7151.
Supporting Information
117. “Reaction of Lithium Diethylamide with an Alkyl Bromide and Alkyl Benzenesulfonate: Origins of Alkylation,
Elimination, and Sulfonation.”
Gupta, L., Ramirez, A., Collum, D. B. J. Org. Chem. 2010, 75, 8392-8399.
Supporting Information
116. “1,4-Addition of Lithium Diisopropylamide to Unsaturated Esters: Role of Rate-Limiting Deaggregation,
Autocatalysis, Lithium Chloride Catalysis, and Other MIxed Aggregation Effects.”
Ma, Y.; Hoepker, A. C.; Gupta, L.; Faggin, M. F.; Collum, D. B. J. Am. Chem. Soc. 2010, 132, 15610.
Supporting Information
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115.“Experimental Characterization and Computational Study of Unique C,N-Chelated Lithium Dianions.”
Gruver, J. M.; West, S. P.; Collum, D. B.; Sarpong, R. J. Am. Chem. Soc. 2010, 132, 13213.
Supporting Information
114. “Mechanism of Lithium Diisopropylamide-Mediated Substitution of 2,6-Difluoropyridine.”
Viciu, M. S.; Gupta, L.; Collum, D. B. J. Am. Chem. Soc. 2010, 132, 6361.
Supporting Information
113. “Lithium Phenolates Solvated by Tetrahydrofuran and 1,2-Dimethoxyethane: Structure Determination Using the Method of Continuous Variation”.
De Vries, T. S.; Goswami, A.; Liou, L. R.; Gruver, J. M.; Jayne, E.; Collum, D. B. J. Am. Chem. Soc. 2009, 131, 13142.
Supporting Information
112. “Lithium Diisopropylamide-Mediated Ortholithiations: Lithium Chloride Catalysis”.
Gupta, L.; Hoepker, A. C.; Singh, K. J.; Collum, D. B. J. Org. Chem. 2009, 74, 2231.
Supporting Information
111. “Structures of β-Amino Ester Enolates: New Strategies Using the Method of Continuous Variation”.
Liou, L. R.; McNeil, A. J.; Toombes, G. E. S.; Collum, D. B. J. Am. Chem. Soc. 2008, 130, 17334.
Supporting Information
110. “Autocatalysis in Lithium Diisopropylamide-Mediated Ortholithiations”.
Singh, K. J.; Hoepker, A. C.; Collum, D. B. J. Am. Chem. Soc. 2008, 130, 18008.
Supporting Information
109. “Anionic Snieckus-Fries Rearrangement: Solvent Effects and Role of Mixed Aggregates”.
Riggs, J. C.; Kanwal, S. J.; Ma, Y.; Collum, D. B. J. Am. Chem. Soc. 2008, 130, 13709.
Supporting Information
108. “Solution Structures of Lithium Enolates, Phenolates, Carboxylates, and Alkoxides in the Presence of N,N,N’,N’-Tetramethylethylenediamine: A Prevalence of Cyclic Dimers”.
Gruver, J. M.; Liou, L. R.; McNeil, A. J.; Ramirez, A.; Collum, D. B. J. Org. Chem. 2008, 73, 7743.
Supporting Information
107. “Synthesis of a 7-Azaindole by Chichibabin Cyclization: Reversible Base-Mediated Dimerization of 3-Picolines”.
Ma, Y.; Breslin, S.; Keresztes, I.; Lobkovsky, E.; Collum, D. B. J. Org. Chem. 2008, 73, 9610.
Supporting Information
106. “Lithium Hexamethyldisilazide-Mediated Enolizations: Influence of Triethylamine on E/Z Selectivities and Enolate Reactivities ”.
Godenschwager, P. F.; Collum, D. B. J. Am. Chem. Soc. 2008, 130, 8726.
Supporting Information
105. “Lithium Enolates of Simple Ketones: Structure Determination Using the Method of Continuous Variation"”.
Liou, R. L.; McNeil, A. J.; Ramirez A.; Toombes, G. E. S.; Gruver, J. M.; Collum, D. B. J. Am. Chem. Soc. 2008, 130, 4859.
Supporting Information
104. “Structural and Rate Studies of the Formation of Substituted Benzynes”.
Riggs, J. C.; Ramirez, A.; Cremeens, M. E.; Bashore, C. G.; Candler, J.; Wirtz, M. C.; Coe, J. W.; Collum, D. B. J. Am. Chem. Soc. 2008, 130, 3406.
Supporting Information
103. “Lithium Diisopropylamide-Mediated Reactions of Imines, Unsaturated Esters, Epoxides, and Aryl Carbamates: Influence of Hexamethylphosphoramide and Ethereal Cosolvents on Reaction Mechanisms”.
Ma, Y.; Collum, D. B. J. Am. Chem. Soc. 2007, 129, 14818.
Supporting Information
102. “Lithium Hexamethyldisilazide-Mediated Enolizations: Influence of Chelating Ligands and Hydrocarbon Cosolvents on the Rates and Mechanisms”.
Godenschwager, P. F.; Collum, D. B. J. Am. Chem. Soc. 2007, 129, 12023.
Supporting Information
101. “n-Butyllithium/N,N,N',N'-Tetramethylethylenediamine-Mediated Ortholithiations of Aryl Oxazolines: Substrate-Dependent Mechanisms”.
Chadwick, S. T.; Ramirez, A.; Gupta, L.; Collum, D. B. J. Am. Chem. Soc. 2007, 129, 2259.
Supporting Information
100. “Lithium Diisopropylamide: solution kinetics and implications for organic synthesis”.
McNeil A. J.; Ramirez A.; Collum, D. B. Angew. Chem., Int. Ed. 2007, 46, 3002.
99. "Lithium Diisoproplyamide Solvated by Hexamethylphosphoramide: Substrate-Dependent Mechanisms for Dehydrobrominations".
Ma, Y.; Ramirez, A.; Singh, K. J.; Keresztes, I.; Collum, D. B. J. Am. Chem. Soc. 2006, 128, 15399.
Supporting Information
98. "Lithium Diisopropylamide-Mediated Ortholithiation and Anionic Fries Rearrangement of Aryl Carbamates: Role of Aggregates and Mixed Aggregates".
Singh, K. J.; Collum, D. B. J. Am. Chem. Soc. 2006, 128, 13753.
Supporting Information
97. "Mechanism of Acylation of Lithium Phenylacetylide with a Weinreb Amide".
Qu, B.; Collum, D. B. J. Org. Chem. 2006, 71, 7117.
Supporting Information
96. "Lithium Diisopropylamide-Mediated Enolization: Catalysis by Hemilabile Ligands".
Ramirez, A.; Sun, X.; Collum, D. B. J. Am. Chem. Soc. 2006, 128, 10326.
Supporting Information
95. "Structure of n-Butyllithium in Mixtures of Ethers and Diamines: Influence of Mixed Solvation on 1,2-Additions to Imines".
Qu, B.; Collum, D. B. J. Am. Chem. Soc. 2006, 128, 9355.
Supporting Information
94. "Lithiated Imines: Solvent-Dependent Aggregate Structures and Mechanisms of Alkylation".
Zuend, S. J.; Ramirez, A.; Lobkovsky, E.; Collum, D. B. J. Am. Chem. Soc. 2006, 128, 5939.
Supporting Information
93. "Addition of n-Butyllithium to an Aldimine: Role of Chelation, Aggregation, and Cooperative Solvation".
Qu, B.; Collum, D. B. J. Am. Chem. Soc. 2005, 127, 10820.
Supporting Information
92. "Reversible Enolization of β-Amino Carboxamides by Lithium Hexamethyldisilazide".
McNeil, A. J.; Collum, D. B. J. Am. Chem. Soc. 2005, 127, 5655.
Supporting Information
91. "BF3-Mediated Additions of Organolithiums to Ketimines: X-ray Crystal Structures of BF3-Ketimine Complexes".
Ma, Y.; Lobkovsky, E.; Collum, D. B. J. Org. Chem. 2005, 70, 2335.
Supporting Information
Supporting Information
Supporting Information
Supporting Information
90. "Formation of Benzynes from 2,6-Dihaloaryllithiums: Mechanistic Basis of the Regioselectivity".
Ramirez, A.; Candler, J.; Bashore, C. G.; Wirtz, M. C.; Coe, J. W.; Collum, D. B. J. Am. Chem. Soc. 2004, 126, 14700.
Supporting Information
89. "Diastereoselective Alkylation of β-Amino Esters: Structural and Rate Studies Reveal Alkylations of Hexameric Lithium Enolates".
McNeil, A. J.; Toombes, G. E. S.; Chandramouli, S. V.; Vanasse, B. J.; Ayers, T. A.; O’Brien, M. K.; Lobkovsky, E.; Gruner, S. M.; Marohn, J. A.; Collum, D. B. J. Am. Chem. Soc. 2004, 126, 16559.
Supporting Information
88. “Characterization of ß-Amino Ester Enolates as Hexamers via 6Li NMR Spectroscopy”.
McNeil, A. J.; Toombes, G. E. S.; Chandramouli, S. V.; Vanasse, B. J.; Ayers, T. A.; O’Brien, M. K.; Lobkovsky, E.; Gruner, S. M.; Marohn, J. A.; Collum, D. B. J. Am. Chem. Soc. 2004, 126, 5938.
Supporting Information
87. “Lithium Hexamethyldisilazide-Mediated Ketone Enolization: The Influence of Hindered Dialkyl Ethers and Isostructural Dialkylamines on Reaction Rates and Mechanisms”.
Zhao, P.; Lucht, B. L.; Kenkre, S. L.; Collum, D. B. J. Org. Chem. 2004, 69, 242.
Supporting Information
86. “Reaction of Ketones with Lithium Hexamethyldisilazide: Competitive Enolizations and 1,2-Additions”.
Zhao, P.; Condo, A.; Keresztes, I.; Collum, D. B. J. Am. Chem. Soc. 2004, 126, 3113.
Supporting Information
85. “Structural and Rate Studies of the 1,2-Additions of Lithium Phenylacetylide to Lithiated Quinazolinones: Influence of Mixed Aggregates on the Reaction Mechanism”.
Briggs, T. F.; Winemiller, M. D.; Parsons, Jr., R. L.; Davulcu, A. H.; Harris, G. D.; Fortunak, J. M.; Confalone, P. M. Collum, D. B. J. Am. Chem. Soc. 2004, 126, 5427.
Supporting Information
Supporting Information
84. “Hemilabile Ligands in Organolithium Chemistry: Substituent Effects on Lithium Ion Chelation”.
Ramirez, A.; Lobkovsky, E.; Collum, D. B. J. Am. Chem. Soc. 2003, 125, 15376.
Supporting Information
Supporting Information
83. “Ketone Enolization by Lithium Hexamethyldisilazide: Structural and Rate Studies of the Accelerating Effects of Trialkylamines”.
Zhao, P.; Collum, D. B. J. Am. Chem. Soc. 2003, 125, 14411.
Supporting Information
82. “Lithium 2,2,6,6-Tetramethylpiperidide-Mediated α- and β-Lithiations of Epoxides: Solvent-Dependent Mechanisms”.
Wiedemann, S. H.; Ramirez, A.; Collum, D. B. J. Am. Chem. Soc. 2003, 125, 15893.
Supporting Information
81. “Lithium Diisopropylamide-Mediated Lithiations of Imines: Insights into Highly Structure-Dependent Rates and Selectivities”.
Liao, S.; and Collum, D. B. J. Am. Chem. Soc. 2003, 125, 15114.
Supporting Information
Supporting Information
Supporting Information
Supporting Information
80. “Lithium Hexamethyldisilazide/Triethylamine-Mediated Ketone Enolization: Remarkable Rate Accelerations Stemming from a Dimer-Based Mechanism”.
Zhao, P.; Collum, D. B. J. Am. Chem. Soc. 2003, 125, 4008.
Supporting Information
79. “Consequences of Correlated Solvation on the Structures and Reactivities of RLi-Diamine Complexes: 1,2-Addition and α-Lithiation Reactions of Imines by TMEDA-Solvated n-Butyllithium and Phenyllithium”.
Rutherford J. L.; Hoffmann, D.; Collum, D. B. J. Am. Chem. Soc. 2002, 124, 264.
Supporting Information
78. “Lithium Diisopropylamide: Oligomer Structures at Low Ligand Concentrations”.
Rutherford, J. L.; Collum, D. B. J. Am. Chem. Soc. 2001, 123, 199.
Supporting Information
77. “NMR Spectroscopic Investigations of Mixed Aggregates Underlying Highly Enantioselective 1,2-Additions of Lithium Cyclopropylacetylide to Quinazolinones”.
Parsons, Jr., R. L.; Fortunak, J. M.; Dorow, R. L.; Harris, G. D.; Kauffman, G. S.; Nugent, W. A.; Winemiller, M. D.; Briggs, T. F.; Xiang, B.; Collum, D. B. J. Am. Chem. Soc. 2001, 123, 9135.
Supporting Information
Supporting Information
76. “Optimizing HMQC for ISn Spin Systems”.
Xiang, B.; Winemiller, M. D.; Briggs, T. F.; Fuller, D. J.; Collum, D. B. Magn. Reson. Chem. 2001, 39, 137.
75. “Solution Structures and Reactivities of the Mixed Aggregates Derived from n-Butyllithium and Vicinal Amino Alkoxides”.
Sun, X.; Winemiller, M. D.; Xiang, B.; Collum, D. B. J. Am. Chem. Soc. 2001, 123, 8039.
Supporting Information
74. “Solution Structures of the Mixed Aggregates Derived from Lithium Acetylides and a Camphor-Derived Amino Alkoxide”.
Briggs, T. F.; Winemiller, M. D.; Xiang, B.; Collum, D. B. J. Org. Chem. 2001, 66, 6291.
Supporting Information
73. “Are n-BuLi/TMEDA-Mediated Arene Ortholithiations Directed? Substituent-Dependent Rates, Substituent-Independent Mechanisms”.
Chadwick, S. T.; Rennels, R. A.; Rutherford, J. L.; Collum, D. B. J. Am. Chem. Soc. 2000, 122, 8640.
Supporting Information
72. “BF3-Mediated Addition of Lithium Phenylacetylide to an Imine: Correlations of Structures and Reactivities. BF3·R3N Derivatives as Substitutes for BF3·Et2O”.
Aubrecht, K. B.; Winemiller, M. D.; Collum, D. B. J. Am. Chem. Soc. 2000, 122, 11084.
71. “Highly Enantioselective 1,2-Addition of Lithium Acetylide-Ephedrate Complexes: Spectroscopic Evidence for Reaction Proceeding via a 2:2 Tetramer, and X-ray Characterization of Related Complexes”.
Xu, F.; Reamer, R. A.; Tillyer, R.; Cummins, J. M.; Grabowski, E. J. J.; Reider, P. J.; Huffman, J. C. ; Collum, D. B. J. Am. Chem. Soc. 2000, 122, 11212.
Supporting Information
70. “Lithium Diisopropylamide-Mediated Enolizations: Solvent-Dependent Mixed Aggregation Effects”.
Sun, X.; Collum, D. B. J. Am. Chem. Soc. 2000, 122, 2459.
Supporting Information
69. “Lithium Diisopropylamide-Mediated Enolizations: Solvent-Independent Rates, Solvent-Dependent Mechanisms”.
Sun, X.; Collum, D. B. J. Am. Chem. Soc. 2000, 122, 2452.
Supporting Information
68. “Hemilabile Ligands in Organolithium Chemistry: Rate Studies of the LDA-Mediated α- and β-Metalations of Epoxides”.
Ramirez, A.; Collum, D. B. J. Am. Chem. Soc. 1999, 121, 11114.
Supporting Information
67. “Lithium Hexamethyldisilazide: A View of Lithium Ion Solvation Through a Glass-Bottom Boat”.
Lucht, B. L.; Collum, D. B. Acc. Chem. Res. 1999, 32, 1035.
66. “NMR Spectroscopic Studies of Lithium Diethylamide: Insights into Ring Laddering”.
Rutherford, J. L.; Collum, D. B. J. Am. Chem. Soc. 1999, 121, 10198.
Supporting Information
65. “Solution Structures of Lithium Monoalkylamides (RNHLi)”.
Aubrecht, K. B.; Lucht, B. L.; Collum, D. B. Organometallics. 1999, 18, 2981.
Supporting Information
64. “Binding of Diamines to n-Butyllithium Dimers: Relative Solvation Energies and Evidence of Correlated Solvation”.
Hoffmann, D.; Collum, D. B. J. Am. Chem. Soc. 1998, 120, 5810.
Supporting Information
63. “Structure and Reactivity of Lithium Diisopropylamide Solvated by Polyamines: Evidence of Monomer- and Dimer-Based Dehydrohalogenations”.
Remenar, Julius F.; Collum, D. B. J. Am. Chem. Soc. 1998, 120, 4081.
Supporting Information
62. “Lithium Ephedrate-Mediated Addition of a Lithium Acetylide to a Ketone: Solution Structures and Relative Reactivities of Mixed Aggregates Underlying the High Enantioselectivities”.
Thompson, A.; Corley, E. G.; Huntington, M. F.; Grabowski, E. J. J.; Remenar, J. F.; Collum, D. B. J. Am. Chem. Soc. 1998, 120, 2028.
Supporting Information
Supporting Information
61. “Ortholithiation of Anisole by BuLi-TMEDA: Reaction via Disolvated Dimers”.
Rennels, R. A.; Maliakal, A. J.; Collum, D. B. J. Am. Chem. Soc. 1998, 120, 421.
Supporting Information
60. “Lithium 2,2,6,6-tetramethylpiperidide and lithium 2,2,4,6,6-Pentamethylpiperidide: Influence of TMEDA and Related Chelating Ligands on the Solution Structures. Characterization of Higher Cyclic Oligomers, Cyclic Dimers, Open Dimers, and Monomers”.
Remenar, J. F.; Lucht, B. L.; Kruglyak, D.; Romesberg, F. E.; Gilchirst, J. H.; Collum, D. B. J. Org. Chem. 1997, 62, 5748.
Supporting Information
59. “Chelation-Based Stabilization of the Transition Structure in a Lithium Diisopropylamide Mediated Dehydrobromination: Avoiding the "Universal Ground State" Assumption”.
Remenar, J. F.; Collum, D. B. J. Am. Chem. Soc. 1997, 119, 5573.
Supporting Information
58. “Lithium Diisopropylamide Solvated by Monodentate and Bidentate Ligands: Solution Structures and Ligand Binding Constants”.
Remenar, J. F.; Lucht, B. L.; Collum, D. B. J. Am. Chem. Soc. 1997, 119, 5567.
Supporting Information
57. “Mechanism of Lithium Diisopropylamide-Mediated Ester Deprotonation: The Role of Disolvated Monomers”.
Sun, X.; Kenkre, S. L.; Remenar, J. F.; Gilchrist, J. H.; Collum, David B. J. Am. Chem. Soc. 1997, 119, 4765.
Supporting Information
56. “Solution Structure of Lithium Dicyclohexylamide (Cy2NLi) and Related Mixed Aggregates: Comparison with Lithium Diisopropylamide”.
Aubrecht, K. B.; Collum, D. B. J. Org. Chem. 1996, 61, 8674.
Supporting Information
55. “Polydentate Amine and Ether Solvates of Lithium Hexamethyldisilazide (LiHMDS): Relationship of Ligand Structure, Relative Solvation Energy, and Aggregation State”.
Lucht, B. L.; Bernstein, M. P.; Remenar, J. F.; Collum, D. B. J. Am. Chem. Soc. 1996, 118, 10707.
Supporting Information
54. “Solvation of Lithium Hexamethyldisilazide by N,N-Dimethylethylenediamine: Effects of Chelation on Competitive Solvation and Mixed Aggregation”.
Lucht, B. L.; Collum, D. B. J. Am. Chem. Soc. 1996, 118, 3529.
Supporting Information
53. “Lithium Ion Solvation: Amine and Unsaturated Hydrocarbon Solvates of Lithium Hexamethyldisilazide (LiHMDS)”.
Lucht, B. L.; Collum, D. B. J. Am. Chem. Soc. 1996, 118, 2217.
Supporting Information
52. “Ethereal Solvation of Lithium Hexamethyldisilazide: Unexpected Relationships of Solvation Number, Solvation Energy, and Aggregation State”.
Lucht, B. L.; Collum, D. B. J. Am. Chem. Soc. 1995, 117, 9863.
Supporting Information
51. “Palladium-Catalyzed Stille Couplings of Aryl-, Vinyl-, and Alkyltrichlorostannanes in Aqueous Solution”.
Rai, R.; Aubrecht, K. B.; Collum, D. B. Tetrahedron Lett. 1995, 36, 3111.
50. “Mechanism of Lithium Dialkylamide-Mediated Ketone and Imine Deprotonations: An MNDO Study of Monomer and Open Dimer Pathways”.
Romesberg, F. E.; Collum, D. B. J. Am. Chem. Soc. 1995, 117, 2166.
49. “Reductions and Radical Cyclizations of Aryl and Alkyl Bromides Mediated by NaBH4 in Aqueous Base”.
Rai, R.; Collum, D. B. Tetrahedron Lett. 1994, 35, 6221.
48. “6Li/15N NMR-Based Solution Structural Determination of Et2O- and TMEDA-Solvated Lithiophenylacetonitrile and a LiHMDS Mixed Aggregate”.
Carlier, P. R.; Lucht, B. L.; Collum, D. B. J. Am. Chem. Soc. 1994, 116, 11602.
Supporting Information
47. “Lithium Dialkylamide Mixed Aggregation: An NMR Spectroscopic Study of the Influence of Hexamethylphosphoramide (HMPA)”.
Romesberg, F. E.; Collum, D. B. J. Am. Chem. Soc. 1994, 116, 9198.
Supporting Information
46. “Lithium Dialkylamide Mixed Aggregation: MNDO Computational Study of Salt and Solvent Dependencies”.
Romesberg, F. E.; Collum, D. B. J. Am. Chem. Soc. 1994, 116, 9187.
Supporting Information
45. “Structure of Lithium 2,2,6,6-Tetramethylpiperidide (LiTMP) and Lithium 2,2,4,4,6,6-Pentamethylpiperidide (LiPMP) in Hydrocarbon Solution: Assignment of Cyclic Trimer and Tetramer Conformational Isomers”.
Lucht, B. L.; Collum, D. B. J. Am. Chem. Soc. 1994, 116, 7949.
Supporting Information
44. “Structure of Lithium Hexamethyldisilazide (LiHMDS): Spectroscopic Study of Ethereal Solvation in the Slow-Exchange Limit”.
Lucht, B. L.; Collum, D. B. J. Am. Chem. Soc. 1994, 116, 6009.
Supporting Information
43. “Lithium Bis(2-adamantyl)amide: Structure and Reactivity of an Extremely Hindered Lithium Dialkylamide”.
Sakuma, K.; Gilchrist, J. H.; Romesberg, F. E.; Cajthaml, C. E.; Collum, D. B. Tetrahedron Lett. 1993, 34, 5213.
42. “Solvent- and Substrate-Dependent Rates of Imine Metalations by Lithium Diisopropylamide: Understanding the Mechanisms Underlying “krel”.
Bernstein, M. P.; Collum, D. B. J. Am. Chem. Soc. 1993, 115, 8008.
Supporting Information
41. “Structure of Lithium Hexamethyldisilazide (LiHMDS) in the Presence of Hexamethylphosphoramide (HMPA). Spectroscopic and Computational Studies of Monomers, Dimers, and Triple Ions”.
Romesberg, F. E.; Bernstein, M. P.; Gilchrist, J. H.; Harrison, A. T.; Fuller, D. J.; Collum, D. B. J. Am. Chem. Soc. 1993, 115, 3475.
Supporting Information
40. “Metalation of Imines by Lithium Diisopropylamide Solvated by N,N,N’,N’-Tetramethylethylenediamine: Evidence for Solvent-Free Open Dimer Reactive Intermediates”.
Bernstein, M. P.; Collum, D. B. J. Am. Chem. Soc. 1993, 115, 789.
Supporting Information
39. “Solution Structures of Lithium Dialkylamides and Related N-Lithiated Species: Results from 6Li-15N Double Labeling Experiments”.
Collum, D. B. Acc. Chem. Res. 1993, 26, 227.
38. “ 6Li-15N Heteronuclear Multiple Quantum Correlation (HMQC) Spectroscopy: Application to the Structure Determination of Lithium 2,2,6,6-Tetramethylpiperidide Mixed Aggregates”.
Gilchrist, J. H.; Harrison, A. T.; Fuller, D. J.; Collum, D. B. Magn. Reson. Chem. 1992, 30, 855.
37. “Structure and Reactivity of Lithium Diisopropylamide in the Presence of N,N,N’,N’-Tetramethylethylenediamine”.
Bernstein, M. P.; Romesberg, F. E.; Fuller, D. J.; Harrison, A. T.; Liu, Q. Y.; Williard, P. G.; Collum, D. B. J. Am. Chem. Soc. 1992, 114, 5100.
36. “Determination of Structures of Solvated Lithium Dialkylamides by Semiempirical (MNDO) Methods. Comparison of Theory and Experiment”.
Romesberg, F. E.; Collum, D. B. J. Am. Chem. Soc. 1992, 114, 2112.
35. “Distinction of Symmetric Lithium Dialkylamide Dimers from Higher Oligomers by Inverse-Detected 15N Homonuclear Zero-Quantum NMR Spectroscopy”.
Gilchrist, J.H.; Collum, D. B. J. Am. Chem. Soc. 1992, 114, 794.
34. “Is N,N,N’,N’-Tetramethylethylenediamine a Good Ligand for Lithium?”.
Collum, D. B. Acc. Chem. Res. 1992, 25, 448.
33. “Mixed Aggregation of Lithium Enolates and Lithium Halides with Lithium 2,2,6,6-Tetramethylpiperidide (LiTMP)”.
Hall, P. L.; Gilchrist, J. H.; Harrison, A. T.; Fuller, D. J.; Collum, D. B. J. Am. Chem. Soc. 1991, 113, 9575.
32. “Effects of Lithium Salts on the Stereoselectivity of Ketone Enolization by Lithium 2,2,6,6-Tetramethylpiperidide (LiTMP). A Convenient Method for Highly E-Selective Enolate Formation”.
Hall, P. L.; Gilchrist, J. H.; Collum, D. B. J. Am. Chem. Soc. 1991, 113, 9571.
31. “On the Structure of Lithium 2,2,6,6-Tetramethylpiperidide (LiTMP) and Lithium Diisopropylamide (LDA) in the Presence of Hexamethylphosphoramide (HMPA): Structure-Dependent Distribution of Cyclic and Open Dimers, Ion Triplets, and Monomers”.
Romesberg, F. E.; Gilchrist, J. H.; Harrison, A. T.; Fuller, D. J.; Collum, D. B. J. Am. Chem. Soc. 1991, 113, 5751.
30. “Lithium Diisopropylamide Mixed Aggregates: Structures and Consequences on the Stereochemistry of Ketone Enolate Formation”.
Galiano-Roth, A. S.; Kim, Y. J.; Gilchrist, J. H.; Harrison, A. T.; Fuller, D. J.; Collum, D. B. J. Am. Chem. Soc. 1991, 113, 5053.
29. “On the Structure and Reactivity of Lithium Diisopropylamide (LDA) in Hydrocarbon Solutions. Formation of Unsolvated Ketone, Ester, and Carboxamide Enolates”.
Kim, Y. J.; Bernstein, M. P.; Galiano-Roth, A. S.; Romesberg, F. E.; Williard, P. G.; Fuller, D. J.; Harrison, A. T.; Collum, D. B. J. Org. Chem. 1991, 56, 4435.
28. “6Li and 15N Nuclear Magnetic Resonance Spectroscopic Studies of Lithiated Cyclohexanone Phenylamine Revisited. Aggregation-State Determination by Single-Frequency 15N Decoupling”.
Gilchrist, J. H.; Harrison, A. T.; Fuller, D. J.; Collum, D. B. J. Am. Chem. Soc. 1990, 112, 4069.
27. “Structure and Reactivity of Lithium Diisopropylamide (LDA). The Consequences of Aggregation and Solvation During the Metalation of an N,N-dimethylhydrazone”.
Galiano-Roth, A. S.; Collum, D. B. J. Am. Chem. Soc. 1989, 111, 6772.
26. “Organometallic Chemistry of Sulfinic Acids. Highly Stereo- and Regioselective Intramolecular Hydroplatinations. X-ray Crystal Structure of (Ph3P)2Pt[trans-SO2CH(CH3)CH2CH(CH2CH3)]”.
Hallock, J. S.; Galiano-Roth, A. S.; Collum, D. B. Organometallics. 1988, 7, 2486.
25. “Structure and Reactivity of Lithium Amides. 6Li, 13C, and 15N NMR Spectroscopic Studies and Colligative Measurements of Lithium Diphenylamide and Lithium Diphenylamide-Lithium Bromide Complex Solvated by Tetrahydrofuran”.
DePue, J. S.; Collum, D. B. J. Am. Chem. Soc. 1988, 110, 5518.
24. “Structure and Reactivity of Lithium Diphenylamide. Role of Aggregates, Mixed Aggregates, Monomers, and Free Ions on the Rates and Selectivities of N-Alkylation and E2 Elimination”.
DePue, J. S.; Collum, D. B. J. Am. Chem. Soc. 1988, 110, 5524.
23. “Syntheses and Reactions of η5-(Dimethylboryl)cyclopentadienyl Cobalt and Rhodium Derivatives. Site-Specific Binding of Unsaturated Amines”.
Klang, J. A.; Collum, D. B. Organometallics. 1988, 7, 1532.
22. “6Li and 23Na NMR Spectroscopic Studies of Metalated Hydrazone Cryptates. Effects of Ion Triplet Formation on the Stereochemistry of Alkylation”.
Galiano-Roth, A. S.; Collum, D. B. J. Am. Chem. Soc. 1988, 110, 3546.
21. “ 6Li, 13C, and 15N NMR Spectroscopic Studies of Lithium Dialkylamides. Solution Structure of Lithium Isopropylcyclohexylamide (LICA) in Tetrahydrofuran”.
Galiano-Roth, A. S.; Michaelides, E. M.; Collum, D. B. J. Am. Chem. Soc. 1988, 110, 2658.
20. “ 15N, 13C, and 6Li NMR Spectroscopic Studies and Colligative Measurements of Lithiated Cyclohexanone Phenylimine Solvated by Tetrahydrofuran”.
Kallman, N.; Collum, D. B. J. Am. Chem. Soc. 1987, 109, 7466.
19. “Solid-State and Solution Studies of Lithiated 2-Carbomethoxycyclohexanone Dimethylhydrazone and Lithiated Cyclohexanone Phenylimine”.
Wanat, R. A.; Van Duyne, G.; Clardy, J.; DePue, R. T.; Collum, D. B. J. Am. Chem. Soc. 1986, 108, 3415.
18. “Metal- and Alkoxide-Mediated Phosphorus-Oxygen Bond Cleavage in (η5-Cyclopentadienyl) cobalt Phosphinite Ester Complexes”.
Depue, R. T.; Klang, J. A.; Collum, D. B. Organometallics. 1986, 5, 1015.
17. “Mechanistic Studies of Phosphorus-Oxygen Bond Cleavages in Group 7 Dinuclear Complexes of 2-Pyridyl Dimethylphosphinite”.
Klang, J. A.; Depue, R. T.; Collum, D. B. J. Am. Chem. Soc. 1986, 108, 2333.
16. “Synthesis of Alternating Hydroxy- and Methyl-Substituted Hydrocarbons by Oxymercuration of Cyclopropylcarbinols”.
Still, W. C.; Mohamadi, F.; Collum, D. B. J. Am. Chem. Soc. 1986, 108, 2094.
15. “Approaches to the Synthesis and Detection of a Transient Palladium(0) Alkylidene”.
Wanat, R. A.; Collum, D. B. Organometallics. 1986, 5, 120.
14. “Alkoxide-Triggered Ligand Aubstitution. Highly Stereoselective Formation of Unsaturated Phosphinite Ester-Molybdenum Tetracarbonyl Chelates and the X-ray Crystal Structure of (1-Phenylallyl Dimethylphosphinite)molybdenum Tetracarbonyl”.
DePue, R. T.; Collum, D. B.; Ziller, J. W.; Churchill, M. R. J. Am. Chem. Soc. 1985, 107, 2131.
13. “Improved Synthesis of 4-Vinyl-4'-methyl-2,2'-bipyridine”.
Abruna, H. D.; Breikss, A. I.; Collum, D. B. Inorganic Chemistry. 1985, 24, 987.
12. “On the Origin of the Stereoselectivity of Hydrazone Alkylations. Investigation of Aggregation Effects and Solution Kinetics”.
Wanat, R. A.; Collum, D. B. J. Am. Chem. Soc. 1985, 107, 2078.
11. “Substituent Effects on the Stereochemistry of Substituted Cyclohexanone Dimethylhydrazone Alkylations. An X-ray Crystal Structure of Lithiated Cyclohexanone.”
Kahne, D.; Gut, S. A.; DePue, R. T.; Mohamadi, F.; Wanat, R. A.; Clardy, J.; Van Duyne, G.; Collum, D. B. J. Am. Chem. Soc. 1984, 106, 4865.
10. “Total Synthesis and Stereochemistry of (+)-Phyllanthocindiol.”
McGuirk, P. R.; Collum, D. B. J. Org. Chem. 1984, 49, 843.
9. “Conversion of Ketones to Trisubstituted Olefins under Neutral Conditions.”
Mohamadi, F.; Collum, D. B. Tetrahedron Lett. 1984, 25, 271.
8. “Mercury(II)-Mediated Opening of Cyclopropanes. Effects of Proximate Internal Nucleophiles on Stereo- and Regioselectivity.”
Mohamadi, F.; Hallock, J. S.; Collum, D. B. J. Am. Chem. Soc. 1983, 105, 6882.
7. “Total Synthesis of (+)-Phyllanthocin.”
McGuirk, P. R.; Collum, D. B. J. Am. Chem. Soc. 1982, 104, 4496.
6. “Kinetic Cyanations of Ketone Enolates.”
Kahne, D.; Collum, D. B. Tetrahedron Lett. 1981, 22, 5011.
5. “Synthesis of the Polyether Antibiotic Monensin. 3. Coupling of Precursors and Transformation to Monensin.”
McDonald, J. H., III; Still, W. C.; Collum, D. B. J. Am. Chem. Soc. 1980, 102, 2120.
4. “Synthesis of the Polyether Antibiotic Monensin. 2. Preparation of Intermediates.”
McDonald, J. H., III; Still, W. C. Collum, D. B. J. Am. Chem. Soc. 1980, 102, 2118.
3. “Synthesis of the Polyether Antibiotic Monensin. 1. Strategy and Degradations.”
McDonald, J. H., III; Still, W. C.; Collum, D. B. J. Am. Chem. Soc. 1980, 102, 2117.
2. “A Highly Stereoselective Synthesis of the C18 Cecropia Juvenile Hormone.”
Still, W. C.; McDonald, J. H., III; Mitra, A.; Collum, D. B. Tetrahedron Lett. 1979, 20, 593.
1. “A New Synthesis of Amides and Macrocyclic Lactams.”
Chen, S. C.; Ganem, B.; Collum, D. B. J. Org. Chem. 1978, 43, 4393.
