Issue 4, 2014

Intermolecular bromoesterification of conjugated enynes: an efficient synthesis of bromoallenes

Abstract

We have discovered that bromine electrophile and carboxylate nucleophile can be added to conjugated enynes intermolecularly in a 1,4-fashion with high diastereoselectivity. Highly functionalized bromoallenes with an adjacent stereogenic centre were prepared from readily available conjugated 1,3-enynes.

Graphical abstract: Intermolecular bromoesterification of conjugated enynes: an efficient synthesis of bromoallenes

Supplementary files

Article information

Article type
Research Article
Submitted
31 Dec 2013
Accepted
08 Mar 2014
First published
20 Mar 2014

Org. Chem. Front., 2014,1, 386-390

Author version available

Intermolecular bromoesterification of conjugated enynes: an efficient synthesis of bromoallenes

H. Wang, W. Zhang, C. M. Schienebeck, S. R. Bennett and W. Tang, Org. Chem. Front., 2014, 1, 386 DOI: 10.1039/C3QO00088E

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