Issue 9, 2016

Synthesis and reactivity of alkoxy-activated cyclobutane-1,1-dicarboxylates

Abstract

Intermolecular cycloaddition chemistry is unarguably one of the most appreciated strategies to bring complexity to products from simple starting materials. Generation of dipolar intermediates by exploitation of ring strain in carbocycles has become an efficient option. In this regard, donor–acceptor cyclopropanes have been extensively studied, but reports on extending similar synthetic transformations to the homologous cyclobutanes are comparatively limited. Recently, our group has become interested in application of alkoxy-activated cyclobutane-1,1-dicarboxylates (AACDs) in cycloaddition chemistry. This personal account discusses our contributions in this area with contextual examples from others.

Graphical abstract: Synthesis and reactivity of alkoxy-activated cyclobutane-1,1-dicarboxylates

Article information

Article type
Review Article
Submitted
03 jun. 2016
Accepted
27 jul. 2016
First published
27 jul. 2016

Org. Chem. Front., 2016,3, 1205-1212

Author version available

Synthesis and reactivity of alkoxy-activated cyclobutane-1,1-dicarboxylates

N. Vemula and B. L. Pagenkopf, Org. Chem. Front., 2016, 3, 1205 DOI: 10.1039/C6QO00244G

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