Issue 42, 2021

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 Okt. 2021
First published
13 Okt. 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., 2021,12, 14182-14188

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, 12, 14182 DOI: 10.1039/D1SC04687J

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