High pressure allylstannane addition to α-amino aldehydes: Syn diastereoselectivity in the absence of chelation control

Teresa M. Cokley, Neil S. Isaacs, Adam McCluskey, David J. Young

Research output: Contribution to journalArticle

Abstract

Contrary to expectations, the high pressure (9 kbar, 30°C) mediated addition of allyltrimethylstannane (2) to α-amino aldehydes (1) proceeds via an anti - Felkin - Anh mode to provide predominantly (60-88%) syn homoallylic alcohols. The diastereoselectivity of this reaction is dependent on the amino aldehyde side chain.

Original languageEnglish
Pages (from-to)581-582
Number of pages2
JournalMain Group Metal Chemistry
Volume20
Issue number9
DOIs
Publication statusPublished - 1 Sep 1997
Externally publishedYes

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