DEVELOPMENT OF A NEW ACYL ANION EQUIVALENT FOR THE PREPARATION OF MASKED ACTIVATED ESTERS AND THEIR USE TO PREPARE A DIPEPTIDE

被引:81
作者
NEMOTO, H [1 ]
KUBOTA, Y [1 ]
YAMAMOTO, Y [1 ]
机构
[1] TOHOKU UNIV,FAC SCI,DEPT CHEM,SENDAI,MIYAGI 980,JAPAN
关键词
D O I
10.1021/jo00302a008
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
: A new acyl anion equivalent, the protected hydroxymalonitrile 2, has been developed as a masked activated ester equivalent. Alkylation or allylation of 2a proceeded in high yields under mild basic or neutral conditions, respectively. Treatment of the tosylimine 18 with 2a gave the dipeptide 20 via the a-amino acid having a masked activated functionality 19a. © 1990, American Chemical Society. All rights reserved.
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页码:4515 / 4516
页数:2
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