4.8 Article

A novel synthesis of functionalized allylsilanes

Journal

ORGANIC LETTERS
Volume 6, Issue 11, Pages 1849-1852

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol049311v

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A novel facile synthesis of substituted and functionalized allylsilane has been developed. This essentially one-pot procedure involves (1) (dimethylphenylsilyl)methyl cerium chloride addition to cyclopropyl ketone and (2) Mgl(2) etherate-mediated Julia homoallylic transposition of the corresponding cyclopropyl carbinol. The bifunctional homoiodo allylsilanes, readily accessible by this method, would be useful and versatile synthons in organic synthesis.

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