Stereospecific conversion of iodohydrin derivatives into alkenes by means of an allylsilane-titanium tetrachloride system and its application to stereoretentive deoxygenation of epoxides

被引:21
作者
Yachi, K [1 ]
Maeda, K [1 ]
Shinokubo, H [1 ]
Oshima, K [1 ]
机构
[1] KYOTO UNIV,GRAD SCH ENGN,DEPT CHEM MAT,SAKYO KU,KYOTO 60601,JAPAN
关键词
D O I
10.1016/S0040-4039(97)01117-9
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Whereas erythro-iodohydrin derivatives provided (E)-alkenes with high stereoselectivity upon treatment with titanium tetrachloride in the presence of allyltrimethylsilane the corresponding three isomers afforded (Z)-alkenes exclusively. The reaction was applied to the stereoretentive conversion of epoxides to alkenes. (C) 1997 Elsevier Science Ltd.
引用
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页码:5161 / 5164
页数:4
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