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Efficient N-Heterocyclic Carbene-Catalyzed <i>O</i>- to C-Acyl Transfer

Organic LettersPublished 15 July 2006
Jennifer E. Thomson, Kathryn Rix, Andrew D. Smith
Citations111
SJR quartileQ1
SJR score1.24
SNIP1.03

TL;DR

An N-heterocyclic carbene promotes the rearrangement of alpha-amino acid derived O-acyl carbonates to their corresponding C-acylated isomers, generating a C-C bond and a quaternary stereocenter with high efficiency, under mild reaction conditions and with low catalyst loadings.

Abstract

[reaction: see text] An N-heterocyclic carbene promotes the rearrangement of alpha-amino acid derived O-acyl carbonates to their corresponding C-acylated isomers, generating a C-C bond and a quaternary stereocenter with high efficiency, under mild reaction conditions and with low catalyst loadings.

Keywords

Chemistry