Synthesis of acyclic nucleosides and other C-1 substituted alditols from carbohydrates using a tandem alkoxyl radical β-fragmentation-nucleophilic addition

被引：14

作者：

Boto, A ^{[1
]}

Hernández, R ^{[1
]}

Suárez, E ^{[1
]}

机构：

[1] CSIC, Inst Prod Nat & Agrobiol, Tenerife 38206, Spain

来源：

TETRAHEDRON LETTERS | 2001年 / 42卷 / 52期

关键词：

alcoxyl radical; fragmentation; diastereoselective synthesis; alditols; nucleosides;

D O I：

10.1016/S0040-4039(01)02016-0

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The oxidative beta -fragmentation of alkoxyl radicals generated from easily available carbohydrates is an efficient methodology to obtain acyclic nucleosides and other C-1 substituted alditols. In the reaction conditions an oxycarbenium ion is generated, which can be trapped by a variety of oxygen, carbon and nitrogen nucleophiles, in good yields and stereoselectivities. (C) 2001 Elsevier Science Ltd. All rights reserved.

引用

页码：9167 / 9170

页数：4

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