Nickel-catalyzed regio- and stereoselective double carboxylation of trimethylsilylallene under an atmosphere of carbon dioxide and its application to the synthesis of chaetomellic acid A anhydride

被引：77

作者：

Takimoto, M

Kawamura, M

Mori, M ^{[1
]}

Sato, Y

机构：

[1] Hokkaido Univ, Grad Sch Pharmaceut Sci, Sapporo, Hokkaido 0600812, Japan

[2] Hlth Sci Univ Hokkaido, Ishikari, Hokkaido 0610293, Japan

来源：

SYNLETT | 2005年 / 13期

关键词：

nickel; catalysis; carboxylic acids; allenes; natural products;

D O I：

10.1055/s-2005-872225

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

In the presence of a nickel catalyst and excess amounts of DBU and Me2Zn, various 1-trimethylsilylallenes smoothly reacted with two equivalents of carbon dioxide at an ambient temperature and pressure in regio- and stereoselective manners to provide 1-trimethylsilylprop-1-ene-2,3-dioic acid derivatives. A short total synthesis of chaetomellic acid A anhydride was achieved using this method.

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页码：2019 / 2022

页数：4

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