Issue 11, 2011

A non-iterative, flexible, and highly stereoselective synthesis of polydeoxypropionates—synthesis of (+)-vittatalactone

Abstract

A short sequence comprising an oxy-Cope rearrangement, iridium-catalyzed hydrogenation, and enolate methylation provides trideoxypropionates with excellent diastereocontrol. A straightforward synthesis of the cucumber beetle pheromone (+)-vittatalactone illustrates this new strategy.

Graphical abstract: A non-iterative, flexible, and highly stereoselective synthesis of polydeoxypropionates—synthesis of (+)-vittatalactone

Supplementary files

Article information

Article type
Communication
Submitted
26 Nov 2010
Accepted
11 Jan 2011
First published
28 Jan 2011

Chem. Commun., 2011,47, 3248-3250

A non-iterative, flexible, and highly stereoselective synthesis of polydeoxypropionates—synthesis of (+)-vittatalactone

C. F. Weise, M. Pischl, A. Pfaltz and C. Schneider, Chem. Commun., 2011, 47, 3248 DOI: 10.1039/C0CC05215A

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