VINYL ANION EQUIVALENT .5. ASYMMETRIC-SYNTHESIS OF ALLYLIC ALCOHOLS USING CHIRAL 2-(TRIALKYLSILYL)ETHYL SULFOXIDES

被引:30
|
作者
KUSUDA, S [1 ]
UENO, Y [1 ]
TORU, T [1 ]
机构
[1] NAGOYA INST TECHNOL,DEPT APPL CHEM,SHOWA KU,NAGOYA,AICHI 466,JAPAN
关键词
D O I
10.1016/S0040-4020(01)80816-4
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Both enantiomers of optically pure secondary allylic alcohols can be conveniently prepared by the diastereoselective reaction of the alpha-sulfinyl carbanion of p-tolyl 2-(trialkylsilyl)ethyl sulfoxides or tert-butyl 2-(trimethylsilyl)ethyl sulfoxide with aldehydes followed by either fluoride-induced desilylsulfinylation or thermal elimination of the sulfinyl group.
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页码:1045 / 1062
页数:18
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