The (4+3)-cycloaddition reaction: simple allylic cations as dienophiles

Michael Harmata

doi:10.1039/C0CC03620J

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Chemical Communications

Issue 47, 2010

Urgent high quality communications from across the chemical sciences.

Impact Factor 6.169 100 Issues per Year Indexed in MEDLINE

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The (4+3)-cycloaddition reaction: simple allylic cations as dienophiles

Michael Harmata*^a

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Department of Chemistry, University of Missouri-Columbia, Columbia, Missouri, USA
E-mail: harmatam@missouri.edu ;
Fax: 573-882-2754 ;
Tel: 573-882-1097

Chem. Commun., 2010,46, 8886-8903

DOI: 10.1039/C0CC03620J
Received 02 Sep 2010, Accepted 22 Oct 2010
First published online 08 Nov 2010

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Abstract
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The (4+3)-cycloaddition of allylic cations to dienes is a powerful method for the direct synthesis of seven-membered rings. Recent developments in this area have included new methods for the generation of allylic cations, diastereoselective and catalytic, enantioselective reactions, an increased understanding of the diverse mechanistic possibilities of the reaction and applications to the total synthesis of natural products and their analogues.

Abstract from Methods in Organic Synthesis 2011

A review, with 87 references, highlighting recent developments and applications of (4+3)-cycloaddition reactions using alkyl-, aryl- and vinyl-substituted allylic cations.

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