Issue 37, 2012

Direct allenol-based stereocontrolled access to substituted (E)-1,3-enynes

Abstract

A stereoselective synthesis of 1-substituted (E)-2-aryl-but-1-en-3-ynes, including tetrasubstituted alkenes, has been developed from aryl-substituted α-allenols by treatment with the AcCl–NaOH (aqueous) system. This transformation might be explained through the elimination of acetic acid, made up of a δ-hydrogen and the acetate group in the initially formed α-allenic acetate.

Graphical abstract: Direct allenol-based stereocontrolled access to substituted (E)-1,3-enynes

Supplementary files

Article information

Article type
Paper
Submitted
05 Jun 2012
Accepted
03 Aug 2012
First published
03 Aug 2012

Org. Biomol. Chem., 2012,10, 7603-7609

Direct allenol-based stereocontrolled access to substituted (E)-1,3-enynes

B. Alcaide, P. Almendros and T. Martínez del Campo, Org. Biomol. Chem., 2012, 10, 7603 DOI: 10.1039/C2OB26085A

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Social activity

Spotlight

Advertisements