An improved procedure for the synthesis of vinylphosphonate-linked nucleic acids

被引:24
作者
Abbas, S [1 ]
Hayes, CJ [1 ]
机构
[1] Univ Nottingham, Sch Chem, Nottingham NG7 2RD, England
关键词
antisense; palladium coupling; vinyl bromide; oligonucleotide; modified backbone;
D O I
10.1016/S0040-4039(00)00653-5
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The synthesis of a range of 5'-deoxy-5'-methylidene phosphonate-containing thymidine dimers has been achieved using a palladium-catalysed cross coupling reaction as a key step. The optimised reaction conditions comprising of palladium acetate, 1,1'-bis(diphenylphosphino)ferrocene and propylene oxide in THF were found to couple a range of N-phosphonates and vinyl bromide 3 in fair to excellent yield. (C) 2000 Elsevier Science Ltd. All rights reserved.
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页码:4513 / 4517
页数:5
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