| Abstract
| - Epoxyallylsilanes bearing the bulky tert-butyldiphenylsilyl group undergo an uncommon tandemrearrangement−cyclization process upon treatment with Lewis acids. Two pathways for the carbonylene reaction are observed: one leading to allylsilane−cyclohexanols when the epoxyallylsilane(28−31) is nonsubstituted, 2-, or 4-monosubstituted and other leading to vinylsilane−cyclohexanolswhen the epoxyallylsilane (24−27) is 2,4-disubstituted or trisubstituted. An explanation for theobserved regio- and stereoselectivity is advanced and a reliable mechanism proposed.
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