THE INVENTION OF RADICAL REACTIONS .21. SIMPLE METHODS FOR THE RADICAL DEOXYGENATION OF PRIMARY ALCOHOLS

被引:57
作者
BARTON, DHR [1 ]
BLUNDELL, P [1 ]
DORCHAK, J [1 ]
JANG, DO [1 ]
JASZBERENYI, JC [1 ]
机构
[1] TEXAS A&M UNIV SYST,DEPT CHEM,COLLEGE STN,TX 77843
关键词
THIONOCARBONATES; TRIBUTYLTIN HYDRIDE; TRIPHENYLSILANE; DIPHENYLSILANE; PHENYLSILANE; RADICAL DEOXYGENATIONS;
D O I
10.1016/S0040-4020(01)86502-9
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Novel radical-chain deoxygenations of primary alcohols are described. The alcohols are acylated with the reagents pentafluorophenyl chlorothionoformate, 2,4,6-trichlorophenyl chlorothionoformate and 4-fluorophenyl chlorothionoformate and the intermediate thionocarbonates are deoxygenated with tributyltin hydride, triphenylsilane, diphenylsilane or phenylsilane in high-yielding reactions.
引用
收藏
页码:8969 / 8984
页数:16
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