Efficient functionalization of acylnitroso cycloadducts: Application to the syntheses of carbocyclic nucleoside precursors

被引：33

作者：

Zhang, DY ^{[1
]}

Ghosh, A ^{[1
]}

Suling, C ^{[1
]}

Miller, MJ ^{[1
]}

机构：

[1] UNIV NOTRE DAME,DEPT CHEM & BIOCHEM,NOTRE DAME,IN 46556

来源：

TETRAHEDRON LETTERS | 1996年 / 37卷 / 22期

基金：

美国国家卫生研究院;

关键词：

D O I：

10.1016/0040-4039(96)00692-2

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

1,4-cis-disubstituted cyclopentene precursors of carbocyclic nucleosides were readily prepared utilizing acylnitroso hetero Diels-Alder reactions and Pd(O)-catalyzed alkylation reactions as the key steps. The chemistry was explored in both racemic and asymmetric fashion. The hydroxymethyl components of the carbocyclic nucleoside precursors were obtained from nitromethyl groups under oxidative Nef conditions and may be further elaborated into a variety of compounds of potential biological interest. Copyright (C) 1996 Elsevier Science Ltd

引用

页码：3799 / 3802

页数：4

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