A highly stereoselective synthesis of D-erythrose derivatives by one-carbon homologation of 2,3-O-isopropylidene-D-glyceraldehyde with (R)-methyl p-tolyl sulfoxide

被引：14

作者：

Arroyo-Gómez, Y ^{[1
]}

Rodríguez-Amo, JF ^{[1
]}

Santos-García, M ^{[1
]}

Sanz-Tejedor, MA ^{[1
]}

机构：

[1] Univ Valladolid, Dept Quim Organ, ETSII, E-47011 Valladolid, Spain

来源：

TETRAHEDRON-ASYMMETRY | 2000年 / 11卷 / 03期

关键词：

D O I：

10.1016/S0957-4166(00)00005-7

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

A highly diastereoselective three-step synthesis of 2-O-benzyl-3,4-O-isopropylidene-D-erythrose 9 is described (de > 98%; 50% overall yield) starting from D-glyceraldehyde acetonide and (R)-methyl p-tolyl sulfoxide. Treatment of 9 with trifluoroacetic acid gives 2-O-benzyl-D-erythrofuranose. (C) 2000 Elsevier Science Ltd. All rights reserved.

引用

页码：789 / 796

页数：8

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