Lipase/Acetamide-Catalyzed Carbon-Carbon Bond Formations: A Mechanistic View
Lipase/Acetamide-Catalyzed Carbon-Carbon Bond Formations: A Mechanistic View
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脂肪酶/乙酰胺催化的碳-碳键形成：机理观点
DOI：
10.1002/adsc.201201080
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发表时间：
2013-03-01
影响因子：
5.4
通讯作者：
Lin, Xian-Fu
中科院分区：
文献类型：
--
作者：
Chen, Xiao-Yang;Chen, Guo-Jun;Lin, Xian-Fu
一种来自南极假丝酵母的脂肪酶B(Calb)/乙酰胺催化的不太活跃的酮和芳香族硝基烯烃的Michael加成反应已经被开发出来，这是特别有趣的，因为Calb和乙酰胺都不能独立地催化该反应。该助催化剂体系适用于环酮和无环酮与一系列芳香族和杂芳族硝基烯烃的Michael加成反应。实验事实证实了乙酰胺和环己酮之间的氢键的存在，并对CaB/乙酰胺共催化反应提出了新的机理见解。
A lipase B from Candida antarctica (CALB)/acetamide-catalyzed Michael addition of less-activated ketones and aromatic nitroolefins has been developed, which is particularly interesting because neither CALB nor acetamide can independently catalyze the reaction to any appreciable extent. This co-catalyst system was applicable to the Michael additions of cyclic and acyclic ketones to a series of aromatic and heteroaromatic nitroolefins. Hydrogen bonds between acetamide and cyclohexanone were confirmed for the observed activation by experimental facts, and new mechanistic insights into CALB/acetamide co-catalysis are presented.