Issue 81, 2021

Recent advances in catalytic asymmetric aza-Cope rearrangement

Abstract

Aza-Cope rearrangement, as one of the fundamental reactions for C–C and C–N bond formation, has been extensively utilized for the rapid construction of synthetically challenging organic molecules. Despite significant achievements having been made in the past 80 years, catalytic enantioselective versions still remain a challenge, mainly due to the inherent nature of the reversibility of aza-Cope rearrangement. Recently, owing to the intensive development of asymmetric catalysis strategies, various chiral organocatalysts and transition-metal catalysts have been successfully applied to control the stereoselectivity of aza-Cope rearrangement, and remarkable advances have been achieved. This review highlights recent progress relating to catalytic asymmetric aza-Cope rearrangement and covers important features of these studies, including catalytic system design, mechanistic insights, stereochemistry analysis, and synthetic applications.

Graphical abstract: Recent advances in catalytic asymmetric aza-Cope rearrangement

Article information

Article type
Feature Article
Submitted
10 Aug. 2021
Accepted
07 Sept. 2021
First published
07 Sept. 2021

Chem. Commun., 2021,57, 10469-10483

Recent advances in catalytic asymmetric aza-Cope rearrangement

L. Wei and C. Wang, Chem. Commun., 2021, 57, 10469 DOI: 10.1039/D1CC04387K

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