引用本文:
金瑛, 张天一, 昌盛. 金鸡纳生物碱-9-O-三甲基硅衍生物催化的不对称"中断"Feist-Bénary反应[J]. 应用化学,
2012, 29(9): 1006-1010.
doi:
10.3724/SP.J.1095.2012.00417
Citation: JIN Ying, ZHANG Tianyi, CHANG Sheng. Cinchona Alkaloid-9-O-trimethylsilyl Derivatives as Organocatalysts for the Asymmetric “Interrupted” Feist-Bénary Reaction[J]. Chinese Journal of Applied Chemistry, 2012, 29(9): 1006-1010. doi: 10.3724/SP.J.1095.2012.00417

Citation: JIN Ying, ZHANG Tianyi, CHANG Sheng. Cinchona Alkaloid-9-O-trimethylsilyl Derivatives as Organocatalysts for the Asymmetric “Interrupted” Feist-Bénary Reaction[J]. Chinese Journal of Applied Chemistry, 2012, 29(9): 1006-1010. doi: 10.3724/SP.J.1095.2012.00417

金鸡纳生物碱-9-O-三甲基硅衍生物催化的不对称"中断"Feist-Bénary反应
摘要:
将6种金鸡纳生物碱-9-O-三甲基硅(TMS)衍生物用于催化环己二酮与溴乙酰甲酸乙酯/β取代的溴乙酰甲酸乙酯的不对称"中断的"Feist-Bénary反应,得到了高的化学产率(85%~97%)和最高达90%ee的立体选择性。
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关键词:
- 金鸡纳生物碱-9-O-三甲基硅衍生物
- / 不对称
- / "中断的"Feist-Bénary反应
- / 呋喃类化合物
English
Cinchona Alkaloid-9-O-trimethylsilyl Derivatives as Organocatalysts for the Asymmetric “Interrupted” Feist-Bénary Reaction
Abstract:
Cinchona alkaloid-9-O-trimethylsilyl(TMS) derivatives have been used to catalyze the asymmetric "interrupted" Feist-Bénary reaction of ethyl bromopyruvate/substituted bromo-ketoesters with 1,3-cyclohexadione.The corresponding hydroxydihydrofurans have been obtained in excellent yields(85%~97%) and with up to 90% ee value.
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