Stereoselective preparation of O-alkoxy D-tetrose, D-pentose, 2-deoxy-D-glycero tetrose and 2,3-dideoxy-D-erythro pentose derivatives by an iterative elongation of 2,3-O-isopropylidene-D-glyceraldehyde

被引：8

作者：

Arroyo-Gómez, Y ^{[1
]}

López-Sastre, JA ^{[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 | 1999年 / 10卷 / 05期

关键词：

D O I：

10.1016/S0957-4166(99)00072-5

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

All D-pentoses are synthesized by one-carbon chain elongation commencing with the addition of the lithium salt of ethyl ethylthiomethyl sulfoxide to 2-O-(t-butyldimethylsilyl)-3,4-O-isopropylidene-D-erythrose and D-threose, 16 and 17. The addition of the above-mentioned nucleophile to 2-deoxy-3,4-O-isopropylidene-D-glycero tetrose, 19, gave rise to 2,3-dideoxy-D-glycero pentose. The starting aldehydes, 16, 17 and 19, are easily available from 2,3-O-isopropylidene-D-glyceraldehyde, 1, and ethyl ethylthiomethyl sulfoxide. (C) 1999 Elsevier Science Ltd. All rights reserved.

引用

页码：973 / 990

页数：18

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