Recent Developments in the Transfer of Chirality within Enolate Alkylation Reactions

Remarkable asymmetric induction is observed in the alkylation of enolates derived from enantiomerically pure amides, even though these enolates seem to have no apparent chirality (see scheme). The proposed origin and mechanism for this transfer of chirality is discussed. LTMP=lithium tetramethylpipe...

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Published in:Angewandte Chemie International Edition 2004-12, Vol.44 (2), p.186-189
Main Authors: Eames, Jason, Suggate, Michael J.
Format: Article
Language:English
Subjects:
alkylation
asymmetric synthesis
conformational chirality
enantioselectivity
enolates
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description Remarkable asymmetric induction is observed in the alkylation of enolates derived from enantiomerically pure amides, even though these enolates seem to have no apparent chirality (see scheme). The proposed origin and mechanism for this transfer of chirality is discussed. LTMP=lithium tetramethylpiperidide.
doi_str_mv 10.1002/anie.200461617
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subjects alkylation
asymmetric synthesis
conformational chirality
enantioselectivity
enolates
title Recent Developments in the Transfer of Chirality within Enolate Alkylation Reactions
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