New method for the stereocontrolled synthesis of silyl dienol ethers using (naphthalene) chromium tricarbonyl catalyzed isomerization

…, H Yamada, M Shibasaki

文献索引：Sodeoka, Mikiko; Yamada, Hiroyoshi; Shibasaki, Masakatsu Journal of the American Chemical Society, 1990 , vol. 112, # 12 p. 4906 - 4911

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被引用次数: 74

摘要

Abstract: Various tert-butyldimethylsilyl dienol ethers of type 4 were synthesized in a highly stereoselective manner for the first time. Treatment of (lZ)-I-[[(tert-butyldimethylsilyl) oxy] methyl] butadiene derivatives 1 with 20 mol% of (naphthalene) Cr (CO), in degassed acetone at 20 OC provided silyl dienol ethers 4 exclusively in nearly quantitative yields. In order to demonstrate synthetic utility of silyl dienol ethers of this type, the intermolecular ...