DIASTEREOSELECTIVE BROMINATION OF ALLYL GLYCOSIDES USING TETRABUTYLAMMONIUM TRIBROMIDE

被引：22

作者：

BELLUCCI, G

CHIAPPE, C

DANDREA, F

机构：

[1] Dipartimento di Chimica Bioorganica, 56126 Pisa

来源：

TETRAHEDRON-ASYMMETRY | 1995年 / 6卷 / 01期

关键词：

D O I：

10.1016/0957-4166(94)00378-O

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

Both (R) and (S)-2,3-dibromo-1-propanol with e.e. up to 60% have been obtained by diastereoselective addition of Bq to allyl glucosides and galactosides having only one unprotected hydroxyl group at C-2 or Cd using tetrabutylammonium tribromide, followed by hydrolysis. The absolute configuration is shown to depend on the position of the free hydroxyl and on the configuration at the anomeric centre.

引用

页码：221 / 230

页数：10

共 32 条

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