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Unusual Tandem Alkynylation and trans-Hydrosilylation To Form Oxasilacyclopentenes

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journal contribution
posted on 27.10.2005, 00:00 by Sarah V. Maifeld, Daesung Lee
An unusual tandem reaction sequence to form oxasilacyclopentenes from carbonyls and alkynylsilanes in the presence of a catalytic amount of nucleophilic initiator has been discovered. The reaction proceeds readily at room temperature and is applicable to a wide variety of carbonyl substrates. While the reaction scope tolerates variable substitutions on the alkynylsilane, phenylacetylene-derived silane variants consistently achieved the best yield.