Issue 76, 2018

Enantioselective synthesis of axially chiral vinyl arenes through palladium-catalyzed C–H olefination

Abstract

A palladium-catalyzed ketoxime-chelation-assisted enantioselective C–H olefination of 2-arylcyclohex-2-enone oxime ether with a wide range of olefins as coupling partners was developed. Employing ketoxime ether as an efficient directing group, a variety of axially chiral vinyl arenes was synthesized by Pd(II)-catalyzed C–H functionalization with excellent enantioselectivities (96 → 99% ee) under mild conditions.

Graphical abstract: Enantioselective synthesis of axially chiral vinyl arenes through palladium-catalyzed C–H olefination

Supplementary files

Article information

Article type
Communication
Submitted
10 Jul 2018
Accepted
28 Aug 2018
First published
29 Aug 2018

Chem. Commun., 2018,54, 10706-10709

Enantioselective synthesis of axially chiral vinyl arenes through palladium-catalyzed C–H olefination

Q. Sun, W. Ma, K. Yang, J. Cao, Z. Zheng, Z. Xu, Y. Cui and L. Xu, Chem. Commun., 2018, 54, 10706 DOI: 10.1039/C8CC05555F

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