An olefin cross-metathesis approach to vinylphosphonate-linked nucleic acids

被引：41

作者：

Lera, M ^{[1
]}

Hayes, CJ ^{[1
]}

机构：

[1] Univ Nottingham, Sch Chem, Nottingham NG7 2RD, England

来源：

ORGANIC LETTERS | 2001年 / 3卷 / 17期

关键词：

D O I：

10.1021/ol016366d

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

[GRAPHICS] The synthesis of vinylphosphonate-linked nucleotide dimers has been achieved using an olefin cross-metathesis (CM) reaction as a key step. The 1,3-dimesityl-4,5-dihydroimidazol-2-ylidine-containing catalyst 5 (Grubbs' second-generation catalyst) was found to be the superior catalyst for this transformation. Both metathesis partners were readily available using known methodology, and the vinylphosphonate-linked dimer was produced with high levels of (E)-selectivity (> 20:1) in 58% yield (70% based on recovered starting material).

引用

页码：2765 / 2768

页数：4

共 28 条

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