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
收藏
页码：565 / 568
页数：4
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