ASYMMETRIC MICHAEL ADDITIONS OF GRIGNARD-REAGENTS TO CINNAMAMIDES DERIVING FROM N-ALKYL (R)-(-)-2-AMINOBUTAN-1-OL

被引:19
作者
TOUET, J
BAUDOUIN, S
BROWN, E
机构
[1] Laboratoire de Synth`ese Organique (URA 482), Faculté des Sciences, 72017 Le Mans, Avenue Olivier Messiaen
关键词
D O I
10.1016/S0957-4166(00)82287-9
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
Reaction of cinnamoyl chloride with various N-alkyl derivatives of (R)-(-)-2-aminobutan-1-ol (a readily available reagent) afforded the corresponding cinnamamides. Michael additions of Grignard reagents to the latter, followed by acidic hydrolysis, yielded optically active beta-phenylalkanoic acids whose ee most generally were in the range 72-100%.
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页码:587 / 590
页数:4
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