ASYMMETRIC-SYNTHESIS OF 2-AMINONORBORNANE-2-CARBOXYLIC ACIDS BY DIELS-ALDER REACTION

被引：35
作者：
CATIVIELA, C
LOPEZ, P
MAYORAL, JA
机构：
来源：
TETRAHEDRON-ASYMMETRY | 1991年 / 2卷 / 12期
关键词：
D O I：
10.1016/S0957-4166(00)80027-0
中图分类号：
O61 [无机化学];
学科分类号：
070301 ; 081704 ;
摘要：
The reaction between methyl N-acetyl-alpha,beta-didehydroalaninate and cyclopentadiene in the presence of several chiral Lewis acids is studied and the results obtained are compared with those described for the reactions of the same diene with chiral N-acetyl-alpha,beta-didehydroalaninates. In the presence of the titanium complex 24d methyl (1R, 2R, 4R) 2-acetamido-5-norbornen-2-carboxylate is preferably obtained. Thus, the reaction between methyl N-acetyl-alpha,beta-didehydroalaninate and cyclopentadiene is a good method for the synthesis of (1S, 2R, 4R) 2-aminonorbornane-2-carboxylic acid.
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页码：1295 / 1304
页数：10
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