BF3-mediated additions of organolithiums to ketimines: X-ray crystal structures of BF3-ketimine complexes |
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Authors: | Ma Yun Lobkovsky Emil Collum David B |
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Affiliation: | Department of Chemistry and Chemical Biology, Baker Laboratory, Cornell University, Ithaca, New York 14853-1301, USA. |
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Abstract: | [reaction: see text] Additions of lithium acetylides and n-BuLi to N-alkyl ketimines mediated by BF(3)-Et(2)O in THF afford hindered tert-alkylamines in moderate to good yields. Stereochemical results and crystal structures of three BF(3)-imine complexes suggest that allylic strain strongly influences conformation and may be an important determinant of reactivity and selectivity. |
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