SYNTHESIS OF RIBOFURANOSIDES BY CATALYSIS WITH LEWIS-ACIDS - GLYCOSIDATION VERSUS TRANSACETYLATION

被引:22
作者
CHIUMACHADO, I
CASTROPALOMINO, JC
MADRAZOALONSO, O
LOPETEGUIPALACIOS, C
VEREZBENCOMO, V
机构
[1] UNIV LA HABANA,FAC QUIM,SYNTHET ANTIGENS LAB,HAVANA 10400,CUBA
[2] INST FINLAY SUEROS & VACUNAS,HAVANA 11600,CUBA
关键词
D O I
10.1080/07328309508005357
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
Several ribofuranosyl derivatives bearing trichloroacetimidoyl or acetyl leaving groups in a Lewis acid promoted ribosylation reaction were prepared and used in an attempt to improve the yield and to avoid donor --> acceptor transacetylation. Trichloroacetimidates were excellent donors affording disaccharides with very high yields under mild conditions. The corresponding 1-O-acetylated analogs could also be used with out transacetylation in the presence of boron trifluoride etherate.
引用
收藏
页码:551 / 561
页数:11
相关论文
共 23 条
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  • [22] WANG Z Y, 1988, Tetrahedron Letters, V29, P1525
  • [23] ZUURMOND HM, 1990, RECL TRAV CHIM PAY B, V109, P437