Tetrahedron letters

(E)-and (Z)-1-benzenesulfonyl-4-trimethylsilyl-2-butenes as (E)-1-(1, 3-butadienyl) synthons

CN Hsiao, H Shechter

文献索引：Hsiao, C-N.; Shechter, H. Tetrahedron Letters, 1984 , vol. 25, # 12 p. 1219 - 1222

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被引用次数: 24

摘要

(E)- and (Z)-1-benzenesulfonyl-4-trimethylsilyl-2-butenes (E/Z=9), prepared from 4-trimethylsilyl-1-buten-3-ol, -butyllithium and benzenesulfenyl chloride and oxidation of the intermediate (E)- and (Z)-1-benzenesulfinyl-4-trimethylsilyl-2-butenes with hydrogen peroxide, react with -butyllithium and then primary halides to give 4-benzenesulfonyl-1-trimethylsilyl -2-alkenes which are rapidly 1,4-debenzenesulfonyltrimethylsilated to (E)-1,3-alkadienes ...