The S-pixyl group:: an efficient photocleavable protecting group for the 5′ hydroxy function of deoxyribonucleosides

被引：7

作者：

Coleman, MP ^{[1
]}

Boyd, MK ^{[1
]}

机构：

[1] Loyola Univ, Dept Chem, Chicago, IL 60626 USA

来源：

TETRAHEDRON LETTERS | 1999年 / 40卷 / 45期

关键词：

protecting groups; photochemistry; nucleosides; alcohols;

D O I：

10.1016/S0040-4039(99)01563-4

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The 9-phenylthioxanthyl (S-pixyl or S-Px) group has been investigated as a photocleavable protecting group for primary alcohols, and specifically as a 5' hydroxy protecting group for deoxyribonucleosides. Several alcohols, including the four nucleosides with protected exocyclic amino functions, were protected in very good to excellent yield by treatment of 9-chloro-9-phenylthioxanthene 3 in dry pyridine to reveal the derivatized compounds. Irradiation of the protected substrates in neutral, aqueous solution regenerated the starting alcohols in excellent yield. (C) 1999 Elsevier Science Ltd. All rights reserved.

引用

页码：7911 / 7915

页数：5

共 13 条

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