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

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
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DOI:
10.1055/s-2005-872225
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发表时间:
2005-08-19
期刊:
影响因子:
2
通讯作者:
Sato, Y
Sato, Y
中科院分区:
化学4区
文献类型:
--
作者:
Takimoto, M;Kawamura, M;Sato, Y

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在镍催化剂和过量的DBU和Me2Zn存在下,各种1-三甲基硅烯在常温常压下与二氧化碳的两个当量物以区域和立体选择性的方式顺利反应得到1-三甲基硅基丙烷-1-烯-2,3-二酸衍生物。用该方法实现了对己酮甲酸酐的短时间全合成。
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.