Allyldiisopropylphenylsilane as a synthetic equivalent of 2-hydroxy-1,3-dipole. Stereoselective synthesis of cyclopentanols

被引:42
作者
Akiyama, T [1 ]
Hoshi, E [1 ]
Fujiyoshi, S [1 ]
机构
[1] Gakushuin Univ, Fac Sci, Dept Chem, Toshima Ku, Tokyo 1718588, Japan
来源
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1998年 / 14期
关键词
D O I
10.1039/a804118k
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
ZrCl4-Promoted [3+2] cycloaddition of allyldiisopropylphenylsilane to alpha,beta-unsaturated ketones proceeds smoothly to afford silyl-substituted cyclopentanes highly stereoselectively. Oxidative cleavage of the carbon-silicon bond leads to stereoselective formation of cyclopentanols.
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页码:2121 / 2122
页数:2
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