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Issue 48, 2008
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Silylmethyl-substituted cyclopropyl and other strained ring systems: cycloaddition with dipolarophiles

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Abstract

Small ring compounds represent a class of versatile building blocks in organic synthesis. Three- and four-membered ring carbo- and heterocycles are regarded as unique functional groups. Lewis acid-assisted cycloaddition of cyclopropanes, aziridines and azetidines substituted by vicinal electron-donor and electron-acceptor groups takes place in a regio- and stereocontrolled fashion. Trialkylsilylmethyl is an interesting donor substituent. In this feature article, we provide an overview of the cycloaddition of different dipolarophiles to silylmethyl-substituted small ring compounds and discuss their possible applications in synthesis.

Graphical abstract: Silylmethyl-substituted cyclopropyl and other strained ring systems: cycloaddition with dipolarophiles

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Article information


Submitted
17 Jul 2008
Accepted
12 Sep 2008
First published
17 Nov 2008

Chem. Commun., 2008, 6471-6488
Article type
Feature Article

Silylmethyl-substituted cyclopropyl and other strained ring systems: cycloaddition with dipolarophiles

D. Agrawal and V. K. Yadav, Chem. Commun., 2008, 6471
DOI: 10.1039/B812285G

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