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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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Publication details

The article was received on 17 Jul 2008, accepted on 12 Sep 2008 and first published on 17 Nov 2008


Article type: Feature Article
DOI: 10.1039/B812285G
Citation: Chem. Commun., 2008,0, 6471-6488

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

    D. Agrawal and V. K. Yadav, Chem. Commun., 2008, 0, 6471
    DOI: 10.1039/B812285G

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