The Journal of Organic Chemistry

Application of (. alpha.-phosphonoacyl) silane reagents to the synthesis of. alpha.,. beta.-unsaturated acylsilanes

JS Nowick, RL Danheiser

Index: Nowick, James S.; Danheiser, Rick L. Journal of Organic Chemistry, 1989 ,  vol. 54,  # 12  p. 2798 - 2802

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Citation Number: 38

Abstract

An efficient and convergent synthetic route to a $-unsaturated acylsilanes has been developed based on the Hornel-Wadsworth-Emmons reaction of (a-phosphonoacy1) silanes. The Arbuzov reaction of the (a-iodoacy1) silane IC with trimethyl phosphite provides access to the phosphonate 2, which can be alkylated by treatment with potassium tert- butoxide and methyl iodide to afford 3. These (a-phosphonoacy1) silane reagents ...