Ireland-Claisen rearrangement of ynamides: Stereocontrolled synthesis of 2-amidodienes

S.J. Heffernan, D.R. Carbery

Research output: Contribution to journalLetter

16 Citations (Scopus)
153 Downloads (Pure)

Abstract

The Ireland-Claisen rearrangement of propargyl ynamido ester substrates is reported. The expected allenamide carboxylic acid products from [3,3]-sigmatropic rearrangement are not isolated, with 2-amidodienes alternatively formed in good yield with high levels of stereocontrol after decarboxylation.
Original languageEnglish
Pages (from-to)5180-5182
Number of pages3
JournalTetrahedron Letters
Volume53
Issue number38
DOIs
Publication statusPublished - 19 Sep 2012

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