2-C-trifluoromethyl substituted pentoses

被引：11

作者：

Logothetis, TA

Eilitz, U

Hiller, W

Burger, K

机构：

[1] Univ Leipzig, Inst Organ Chem, D-04103 Leipzig, Germany

[2] Tech Univ Munich, Inst Anorgan Chem, D-85747 Garching, Germany

来源：

TETRAHEDRON | 1998年 / 54卷 / 46期

关键词：

fluoro compounds; trifluoropyruvate; 2-C-trifluoromethyl ribose; 2-C-trifluoromethyl arabinose;

D O I：

10.1016/S0040-4020(98)00866-7

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The synthesis of racemic 2-C-trifluoromethyl ribose and racemic 2-C-trifluoromethyl arabinose is described. The four step reaction Sequence includes diastereoselective enol ether addition to methyl trifluoropyruvate, diastereoselective dihydroxylation of the CC double bond with potassium osmate, lactonization, and finally SMEAH reduction to give the lactol. 2-C-Trifluoromethyl pentoses exhibit unexpected anomeric and tautomeric stabilities, (C) 1998 Elsevier Science Ltd. All rights reserved.

引用

页码：14023 / 14030

页数：8

共 42 条

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