Issue 60, 2019

Recent advances in the catalytic asymmetric alkylation of stabilized phosphorous ylides

Abstract

The Wittig reaction is a reliable method for synthesizing alkenes from phosphorous ylides (P-ylides) and carbonyls, and is thus widely applied in medicine and pharmaceutical production. Among them, asymmetric Wittig reactions using chiral P-ylides are believed to be a conventional pathway towards chiral alkenes. Obviously, the key of this transformation is the efficient construction of chiral P-ylides. Over the past decade, the coupling of the in situ generated chiral P-ylides through the catalytic asymmetric alkylation of easily available P-ylides and the subsequent Wittig reaction with carbonyls has already been achieved, allowing the efficient and selective synthesis of versatile chiral alkenes. This review highlights these impressive advances according to the catalysis type, and the general mechanisms and stereochemical inductions are briefly discussed as well. We hope this article will be a useful reference and inspiration for those who are exploring new methods and new applications of chiral P-ylides.

Graphical abstract: Recent advances in the catalytic asymmetric alkylation of stabilized phosphorous ylides

Article information

Article type
Feature Article
Submitted
12 апр. 2019
Accepted
13 мај 2019
First published
17 мај 2019

Chem. Commun., 2019,55, 8716-8721

Recent advances in the catalytic asymmetric alkylation of stabilized phosphorous ylides

K. Zhang, L. Lu and W. Xiao, Chem. Commun., 2019, 55, 8716 DOI: 10.1039/C9CC02831E

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