Nucleosides and nucleotides.: 189.: Investigation of the stereoselective coupling of thymine with meso-thiolane-3,4-diol-1-oxide derivatives via the pummerer reaction

被引：26

作者：

Naka, T ^{[1
]}

Nishizono, N ^{[1
]}

Minakawa, N ^{[1
]}

Matsuda, A ^{[1
]}

机构：

[1] Hokkaido Univ, Grad Sch Pharmaceut Sci, Kita Ku, Sapporo, Hokkaido 0600812, Japan

来源：

TETRAHEDRON LETTERS | 1999年 / 40卷 / 34期

关键词：

neighboring group effects; nucleosides; Pummerer reactions; thioglycosides;

D O I：

10.1016/S0040-4039(99)01287-3

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

We investigated the stereoselective coupling of thymine with sulfoxides derived from mesothiolane-3,4-diol via the Pummerer reaction. The introduction of 2,4-dimethoxybenzoyl groups to the hydroxyl groups of meso-thiolane-3,4-diol-1-oxide was effective to afford (2R*, 3R*, 4S*)-1-[3,4-di-0(2,4-dimethoxybenzoyl)thiolane-3,4-diol -2-yl]thymine stereoselectively. (C) 1999 Elsevier Science Ltd. All rights reserved.

引用

页码：6297 / 6300

页数：4

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