Issue 17, 2007

Hosomi–Sakurai reactions of silacyclohexenes

Abstract

Silacyclic allyl silanes, derived from silene–diene Diels–Alder reactions, combine with acetals in the presence of Lewis acids to afford, following oxidation of the intermediate fluorosilane, either butane-1,4-diols or tetrahydronaphthalenes containing four contiguous chiral centres with moderate to good diastereoselectivity.

Graphical abstract: Hosomi–Sakurai reactions of silacyclohexenes

Supplementary files

Article information

Article type
Paper
Submitted
19 Jun 2007
Accepted
10 Jul 2007
First published
31 Jul 2007

Org. Biomol. Chem., 2007,5, 2841-2848

Hosomi–Sakurai reactions of silacyclohexenes

N. J. Hughes, R. D. C. Pullin, M. J. Sanganee, J. D. Sellars, Patrick. G. Steel and M. J. Turner, Org. Biomol. Chem., 2007, 5, 2841 DOI: 10.1039/B709318G

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