Ireland-Claisen rearrangement of ynamides

Stereocontrolled synthesis of 2-amidodienes

S.J. Heffernan, D.R. Carbery

Research output: Contribution to journalLetter

15 Citations (Scopus)
68 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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Decarboxylation
Carboxylic Acids
Ireland
Esters
Substrates

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Ireland-Claisen rearrangement of ynamides : Stereocontrolled synthesis of 2-amidodienes. / Heffernan, S.J.; Carbery, D.R.

In: Tetrahedron Letters, Vol. 53, No. 38, 19.09.2012, p. 5180-5182.

Research output: Contribution to journalLetter

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