A ring closing metathesis strategy for carbapyranosides of xylose and arabinose

被引：3
作者：
Mattis, Clayton E.
Mootoo, David R. [1 ,2 ]
机构：
[1] CUNY Hunter Coll, Dept Chem, New York, NY 10016 USA
[2] CUNY, Grad Ctr, New York, NY 10016 USA
来源：
CARBOHYDRATE RESEARCH | 2016年 / 425卷
基金：
美国国家卫生研究院; 美国国家科学基金会;
关键词：
Glycomimetic; Carbasugar; Cycloalkyl ether; Arabinose; Xylose; RCM; ANALOGS; COMPOUND; METHYL;
D O I：
10.1016/j.carres.2016.03.002
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：
The synthesis of beta-carba-xylo and arabino pyranosides of cholestanol is described. The synthetic strategy, which is analogous to the Postema approach to C-glycosides, centers on the ring closing metathesis of an enol ether-alkene precursor to give a cyclic enol ether that is elaborated to a carba-pyranoside via hydroboration-oxidation on the olefin. The method, which is attractive for its modularity and stereoselectivity, may find wider applications to carba-hexopyranosides and other complex cycloalkyl ether frameworks. (C) 2016 Elsevier Ltd. All rights reserved.
引用
收藏
页码：43 / 47
页数：5
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