PREPARATION OF ENANTIOMERICALLY PURE TERTIARY PHOSPHINE OXIDES FROM, AND ASSAY OF ENANTIOMERIC PURITY WITH, (R(P))-TERT-BUTYLPHENYLPHOSPHINOTHIOIC AND (S-P)-TERT-BUTYLPHENYLPHOSPHINOTHIOIC ACIDS

被引:56
作者
HAYNES, RK [1 ]
FREEMAN, RN [1 ]
MITCHELL, CR [1 ]
VONWILLER, SC [1 ]
机构
[1] UNIV SYDNEY,DEPT ORGAN CHEM,SYDNEY,NSW 2006,AUSTRALIA
关键词
D O I
10.1021/jo00090a003
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A convenient multigram scale method has been developed for preparation of enantiomerically-pure (R(p))- and (S-p)-tertiary phosphine oxides including allyl- and but-2-enyl-tert-butylphenylphosphine oxides wherein (R(p))- and (S-p)-tert-butyl-phenylphosphinothioic acids are converted into (R(p))- and (S-p)-tert-butylphenylphosphine oxides by ultrasound irradiation in the presence of Raney-Ni at room temperature and the secondary phosphine oxides then metalated and treated with alkyl halides.
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页码:2919 / 2921
页数:3
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