An Ireland-Claisen Approach to beta-Alkoxy alpha-Amino Acids

J P Tellam, Gabriele Kociok-Kohn, D R Carbery

Research output: Contribution to journalArticle

26 Citations (Scopus)

Abstract

A diastereoselective Ireland-Claisen approach to beta-alkoxy alpha-amino acid esters is reported. Amino acid esters of enol ethereal allylic alcohols undergo facile syn-selective [3,3]-sigmatropic rearrangement via silyl ketene acetals. Substrate synthesis, rearrangement development, stereoselectivity, and product elaboration are discussed.
Original languageEnglish
Pages (from-to)5199-5202
Number of pages4
JournalOrganic Letters
Volume10
Issue number22
DOIs
Publication statusPublished - 2008

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