ENANTIOSELECTIVE 1,2-ADDITION OF GRIGNARD-REAGENTS TO ALDEHYDES USING CHIRAL DIAMINES

被引:36
作者
NAKAJIMA, M [1 ]
TOMIOKA, K [1 ]
KOGA, K [1 ]
机构
[1] UNIV TOKYO,FAC PHARMACEUT SCI,BUNKYO KU,TOKYO 113,JAPAN
关键词
D O I
10.1016/S0040-4020(01)80177-0
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Enantioselective 1,2-addition of Grignard reagents to aldehydes using chiral diamine 1, 2 was examined. High ee (up to 75%) of carbinol was achieved by the reaction of arylmagnesium bromide and benzaldehyde with chiral diamine. Utilizing 2,4,6-trimethylphenoxyaluminum dichloride 6 as a coordinating agent to benzaldehyde, enantioselectivity of the addition of alkylmagnesium bromide was dramatically increased (up to 70%).
引用
收藏
页码:9751 / 9758
页数:8
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