Double asymmetric induction as a mechanistic probe: conjugate addition for the asymmetric synthesis of a pseudotripeptide

Stephen G. Davies*, Gesine J. Hermann, Miles J. Sweet, Andrew D. Smith

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

37 Citations (Scopus)

Abstract

Double asymmetric induction as a mechanistic probe indicates that, for the conjugate addition of (R)- and (S)-lithium N-benzyl-N-α-methylbenzylamide to (S)-3′-phenylprop-2′-enoyl-4-benzyloxazolidinone, the reactive conformation of the N-acyl oxazolidinone is the anti-s-cis form, facilitating the asymmetric synthesis of a pseudotripeptide.

Original languageEnglish
Pages (from-to)1128-1129
Number of pages2
JournalChemical Communications
Volume4
Issue number9
DOIs
Publication statusPublished - 1 Jan 2004

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