Enantioselective palladaelectro-catalyzed C–H olefinations and allylations for N–C axial chirality

Abstract

Enantioselective palladaelectro-catalyzed C–H alkenylations and allylations were achieved with easily-accessible amino acids as transient directing groups. This strategy provided access to highly enantiomerically-enriched N–C axially chiral scaffolds under exceedingly mild conditions. The synthetic utility of our strategy was demonstrated by a variety of alkenes, while the versatility of our approach was reflected by atroposelective C–H allylations. Computational studies provided insights into a facile C–H activation by a seven-membered palladacycle.

Graphical abstract: Enantioselective palladaelectro-catalyzed C–H olefinations and allylations for N–C axial chirality

Supplementary files

Article information

Article type
Edge Article
Submitted
24 Aug 2021
Accepted
04 Oct 2021
First published
13 Oct 2021
This article is Open Access

All publication charges for this article have been paid for by the Royal Society of Chemistry
Creative Commons BY-NC license

Chem. Sci., 2021, Advance Article

Enantioselective palladaelectro-catalyzed C–H olefinations and allylations for N–C axial chirality

U. Dhawa, T. Wdowik, X. Hou, B. Yuan, J. C. A. Oliveira and L. Ackermann, Chem. Sci., 2021, Advance Article , DOI: 10.1039/D1SC04687J

This article is licensed under a Creative Commons Attribution-NonCommercial 3.0 Unported Licence. You can use material from this article in other publications, without requesting further permission from the RSC, provided that the correct acknowledgement is given and it is not used for commercial purposes.

To request permission to reproduce material from this article in a commercial publication, 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 commercial 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