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26 Jan 04:02

Progress in Enantioselective Radical Cyclizations

by Hideto Miyabe, Akira Kawashima, Eito Yoshioka, Shigeru Kohtani

Abstract

The control of stereoselectivity in radical reactions is of great importance to organic synthesis. Hence, new concepts and strategies for controlling stereochemistry of radical reactions are emerging continuously. This Review highlights the recent remarkable progress in enantioselective radical cyclization reactions. Initially, the chiral Lewis acid-catalyzed method became a field of central importance for enantioselective radical cyclizations. In recent years, significant progress has been made in enantioselective organocatalysis. In contrast to intermolecular reactions, the successful examples for enantioselective radical cyclizations are still limited. In this Review, the radical cyclizations controlled by chiral Lewis acids, chiral metallic reagents, chiral imidazolidinone catalysts, chiral non-covalent organocatalysts, and chiral thiols are summarized.

Thumbnail image of graphical abstract

Remarkable progress in enantioselective radical cyclization reactions has taken place recently. This Review summarizes radical cyclizations controlled by chiral Lewis acids, chiral metallic reagents, chiral imidazolidinone catalysts, chiral non-covalent organocatalysts, and chiral thiols.

16 Aug 09:27

Enantioselective Synthesis of Carbo- and Heterocycles through a CuH-Catalyzed Hydroalkylation Approach

by Yi-Ming Wang, Nicholas C. Bruno, Ángel L. Placeres, Shaolin Zhu and Stephen L. Buchwald

TOC Graphic

Journal of the American Chemical Society
DOI: 10.1021/jacs.5b07061