Tetrahedron Letters

Silicon-directed selective gamma substitution of an α, β-unsaturated ester

P Albaugh-Robertson, JA Katzenellenbogen

文献索引：Albaugh-Robertson, Pamela; Katzenellenbogen, John A. Tetrahedron Letters, 1982 , vol. 23, # 7 p. 723 - 726

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被引用次数: 26

摘要

Abstract Ethyl 3-methyl-2-trimethylsilyl-3-butenoate (3) undergoes reaction selectively at carbon 4, upon treatment with a Lewis acid and carbonyl compounds, acetals/ketals, acid chlorides, and chloromethyl phenyl sulfide. This overall conversion represents a highly selective gamma substitution on an α, β-unsaturated ester.