Issue 7, 2015

Catalytic asymmetric synthesis of polysubstituted spirocyclopropyl oxindoles: organocatalysis versus transition metal catalysis

Abstract

Spirocyclopropyl oxindoles are widely present in natural products and bioactive molecules. In addition, they play a significant role as a type of donor–acceptor (DA) cyclopropanes in catalytic reactions. Four distinct pathways have been developed for the asymmetric synthesis of this framework, which nicely show the potential of organocatalytic and metal catalyzed asymmetric cyclopropanation in the creation of spirocyclic compounds. This minireview summarizes these complementary methods to synthesise optically active spirocyclopropyl oxindoles bearing various functional groups, discusses the difference and advantages of each method, and summarizes synthetic opportunities that still exist.

Graphical abstract: Catalytic asymmetric synthesis of polysubstituted spirocyclopropyl oxindoles: organocatalysis versus transition metal catalysis

Article information

Article type
Review Article
Submitted
23 Mär 2015
Accepted
30 Apr 2015
First published
05 Mai 2015

Org. Chem. Front., 2015,2, 849-858

Catalytic asymmetric synthesis of polysubstituted spirocyclopropyl oxindoles: organocatalysis versus transition metal catalysis

Z. Cao and J. Zhou, Org. Chem. Front., 2015, 2, 849 DOI: 10.1039/C5QO00092K

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