SYNTHESES OF AMINO-ACIDS AND RELATED COMPOUNDS .19. NEW VERSATILE SYNTHESES OF 2-SUBSTITUTED-2-AMINO ACID AND 2,3-DEHYDRO-2-AMINO ACID-DERIVATIVES

被引:31
作者
OZAKI, Y [1 ]
IWASAKI, T [1 ]
HORIKAWA, H [1 ]
MIYOSHI, M [1 ]
MATSUMOTO, K [1 ]
机构
[1] TANABE SEIYAKU CO LTD,APPL BIOCHEM RES LAB,16-89 KASHIMA 3 CHOME,YODOGAWA KU,OSAKA 532,JAPAN
关键词
D O I
10.1021/jo01317a017
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
2-Substituted-2-amino acid derivatives were synthesized in high yields by reaction of 2-acetoxy-2-amino acid derivatives, which are synthetic potential intermediates, with various nucleophiles under basic conditions. Further more, the reaction of the 2-acetoxyamino acid derivatives with a nonnucleophilic base led to the synthesis of 2, 3-dehydro-2-amino acid derivatives in excellent yields. In addition, the reaction in the presence of Lewis acid was carried out to afford the 2-substituted amino acid derivatives. © 1979, American Chemical Society. All rights reserved.
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页码:391 / 395
页数:5
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