A highly diastereoselective, practical synthesis of allyl, propargyl 2,3,4,6-tetra-O-acetyl-β-D-gluco, β-D-galactopyranosides and allyl, propargyl heptaacetyl-β-D-lactosides

被引：119

作者：

Mereyala, HB ^{[1
]}

Gurrala, SR ^{[1
]}

机构：

[1] Indian Inst Chem Technol, Div Organ Chem 3, Bioorgan Lab, Hyderabad 500007, Andhra Pradesh, India

来源：

CARBOHYDRATE RESEARCH | 1998年 / 307卷 / 3-4期

关键词：

allyl beta-D-glycopyranosides; propargyl beta-D-glycopyranosides; allyl and propargyl beta-D-lactosides; Lindlar catalyst;

D O I：

10.1016/S0008-6215(97)10104-5

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：

Commercially available beta-D-glucopyranose pentaacetate, beta-D-galactopyranose pentaacetate and beta-D-lactose heptaacetate were reacted with propargyl alcohol in the presence of BF3-Et2O catalyst to obtain in high yield and selectivity, the corresponding propargyl derivatives, respectively. These were hydrogenated by use of Lindlar catalyst to give the corresponding allyl beta-D-glycopyranosides in quantitative yield. (C) 1998 Elsevier Science Ltd. All rights reserved.

引用

页码：351 / 354

页数：4

共 39 条

[1] ALCL3-N,N-DIMETHYLANILINE - A NOVEL BENZYL AND ALLYL ETHER CLEAVAGE REAGENT [J].