Enantioselective reduction of prochiral ketones by catecholborane catalysed by chiral group 13 complexes

被引：0
|
作者：
Blake, AJ
Cunningham, A
Ford, A
Teat, SJ
Woodward, S
机构：
[1] Univ Nottingham, Sch Chem, Nottingham NG7 2RD, England
[2] SERC, Daresbury Lab, Warrington WA4 4AD, Cheshire, England
来源：
CHEMISTRY-A EUROPEAN JOURNAL | 2000年 / 6卷 / 19期
关键词：
asymmetric catalysis; gallium; indium; S ligands;
D O I：
10.1002/1521-3765(20001002)6:19<3586::AID-CHEM3586>3.0.CO;2-S
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
LiGaH4, in combination with the S,O-chelate 2-hydroxy-2'-mercapto-1,1'-binaphthyl (MTBH2), forms an active catalyst for the asymmetric reduction of prochiral ketones, with catecholborane as the hydride source. Enantioface differentiation is on the basis of the steric requirements of the ketone substituents. Aryl/n-alkyl ketones are reduced in 90-93% ee and RC(O)Me (e.g. R = iPr, cycloC(6)H(11), tBu) in 60-72% ee. Other borane sources and alternative catalyst structures based on indium do not form enantioselective catalysts.
引用
收藏
页码：3586 / 3594
页数：9
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