Issue 6, 2016

Enantioselective organocatalysis using SOMO activation

Abstract

Enamines, formed from the corresponding carbonyl compounds and appropriate chiral amine catalysts, can be oxidized to radical cation species. These radical cations can be intercepted by a range of SOMO-philic reagents, such as alkenes, arenes and some heteroatom based reagents. This methodology affords diversely substituted chiral carbonyl compounds. Organo-SOMO activation expanded the scope of enamine/iminium based organocatalytic transformations and it enables new reaction partners to be combined efficiently.

Graphical abstract: Enantioselective organocatalysis using SOMO activation

Article information

Article type
Perspective
Submitted
08 Jan 2016
Accepted
12 Apr 2016
First published
25 Apr 2016

New J. Chem., 2016,40, 4855-4864

Enantioselective organocatalysis using SOMO activation

M. Mečiarová, P. Tisovský and R. Šebesta, New J. Chem., 2016, 40, 4855 DOI: 10.1039/C6NJ00079G

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