Enantioselective Michael reactions promoted by recoverable dimeric anthryl-derived Cinchona phase-transfer catalysts

Enantioselective Michael reactions promoted by recoverable dimeric anthryl-derived Cinchona phase-transfer catalysts
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DOI:
10.3998/ark.5550190.0006.619
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发表时间:
2005-01-01
期刊:
影响因子:
0.9
通讯作者:
Yus, M
Yus, M
中科院分区:
化学4区
文献类型:
--
作者:
Chinchilla, R;Mazón, P;Yus, M

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二聚辛可尼丁和辛可宁衍生的铵盐已被用作N-(二苯基亚甲基)甘氨酸叔丁酯与贫电子烯烃的迈克尔加成反应中的相转移催化剂。反应的对映选择性(高达 97% ee)取决于铵盐中存在的反阴离子,并且催化剂可以通过沉淀回收。
Dimeric cinchonidine and cinchonine-derived ammonium salts have been used as phase transfer catalysts in the Michael addition reaction of N-(diphenylmethylene) glycine tert-butyl ester to electron-poor olefins. The enantioselectivity of the reaction (up to 97% ee) was dependent of the counter-anion present in the ammonium salt, and the catalysts could be recovered by precipitation.