Efficient synthesis of various acycloalkenyl derivatives of pyrimidine using cross-metathesis and Pd(0) methodologies

被引:36
作者
Amblard, F
Nolan, SP
Schinazi, RF
Agrofoglio, LA
机构
[1] CNRS, UMR 6005, ICOA, F-45067 Orleans 2, France
[2] Univ New Orleans, Dept Chem, New Orleans, LA 70148 USA
[3] Emory Univ, Vet Affairs Med Ctr, Atlanta, GA 30033 USA
[4] Emory Univ, Biochem Pharmacol Lab, Atlanta, GA 30033 USA
基金
美国国家科学基金会;
关键词
D O I
10.1016/j.tet.2004.11.019
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Novel acyclonucleosides (9a-d, 10a-d, 18a,b and 19a,b) have been prepared using Pd(0) and cross-metathesis methodologies. The allylic N-alkylation under Tsuji-Trost conditions was used to introduce the nucleobase, while the Suzuki-Miyaura reaction afforded C-5 substituted uracil analogues. The cross-metathesis performed with a ruthenium catalyst was used to provide new acycloalkenyl nucleosides. The antiviral activities of all final compounds have been evaluated. (C) 2004 Elsevier Ltd. All rights reserved.
引用
收藏
页码:537 / 544
页数:8
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