An efficient organometallic approach to new carbocyclic nucleoside analogues

被引：23

作者：

Velcicky, J ^{[1
]}

Lex, J ^{[1
]}

Schmalz, HG ^{[1
]}

机构：

[1] Univ Cologne, Inst Organ Chem, D-50939 Cologne, Germany

来源：

ORGANIC LETTERS | 2002年 / 4卷 / 04期

关键词：

D O I：

10.1021/ol017181+

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A general synthetic approach to monoprotected carbocyclic nucleoside analogues, having the nucleobase attached to a 3-hydroxymethyl-4-trialkylsilyloxymethyl-cyclopent-2-en-1-yl scaffold, was developed. A (racemic) key intermediate was prepared by a cobalt-mediated Pauson-Khand reaction. In the course of the further synthesis, the introduction of the nucleobase was achieved with complete regio- and diastereoselectivity through a palladium-catalyzed allylic substitution.

引用

页码：565 / 568

页数：4

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