Highly enantioselective benzylic hydroxylation with concave type of (salen)manganese(III) complex

被引:100
作者
Hamada, T [1 ]
Irie, R [1 ]
Mihara, J [1 ]
Hamachi, K [1 ]
Katsuki, T [1 ]
机构
[1] Kyushu Univ 33, Fac Sci, Dept Chem, Higashi Ku, Fukuoka 8128581, Japan
关键词
D O I
10.1016/S0040-4020(98)00603-6
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Newly-designed optically active (salen)manganese(III) complexes (5) catalyze highly enantioselective benzylic hydroxylation and moderate level of enantiomer-differentiating oxidation (kinetic resolution) of the resulting benzylic alcohols. Thus, the enantiomeric excess of hydroxylation product was increased through kinetic resolution, as the reaction time was prolonged. For example, enantiomeric excess of 3,3-dimelhylindan-1-ol, the hydroxylation product of 1,1-dimethylindan using 5a as a catalyst in chlorobenzene, was 84% after 10 min and 90% alter 20 h. (C) 1998 Elsevier Science Ltd. All rights reserved.
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页码:10017 / 10028
页数:12
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