ENANTIOSELECTIVE BORANE REDUCTION OF KETONES CATALYZED BY A CHIRAL OXAZAPHOSPHOLIDINE BORANE COMPLEX

被引:17
作者
BUONO, G
BRUNEL, JM
FAURE, B
PARDIGON, O
机构
[1] Ecole Nationale Superieure de Syntheses de Procédés et d’Ingénierie Chimiques d’Aix-Marseille (E.N.S.S.P.I.C.A.M.), URA 1410 Réactivité catalyse, Faculté des Sciences et Techniques de St Jérôme, Universite Aix-Marseille III
来源
PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS | 1993年 / 75卷 / 1-4期
关键词
D O I
10.1080/10426509308037360
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
The borane complex of (2R,4S)-2-phenyl- 1,3,2-oxazaphospholidine 2 was readily synthetized. This complex can be used as catalyst in enantioselective reduction of ketones in toluene, with BH3:THF (or BH3:SMe2) as reducing agent. The catalytic reduction of iso-propyl methyl ketone yields (R)-3-methyl-2-butanol in 92% e.e. and 100% conversion. Reduction of different ketones under stoichiometric conditions gives the corresponding alcohols in e.e. = 99%.
引用
收藏
页码:43 / 46
页数:4
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