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

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-dono...

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Bibliographic Details
Published in:Chemical communications (Cambridge, England) England), 2008-01 (48), p.6471-6488
Main Authors: Agrawal, Divya, Yadav, Veejendra K
Format: Article
Language:English
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Summary: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.
ISSN:1359-7345
1364-548X
DOI:10.1039/b812285g