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Published on: September 8, 2013
Hosomi-Sakurai reactions of silacyclohexenes
Nicholas J Hughes1, Robert D C Pullin, Mahesh J Sanganee
1Department of Chemistry, University of Durham, Science Laboratories, South Road, Durham DH1 3LE, UK.
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.
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