Optical resolution of (±)-1,2-bis(2-methylphenyl)ethylene-1,2-diamine as a chiral framework for 2-iminoimidazolidine with 2-methylphenyl pendant and the guanidine-catalyzed asymmetric Michael reaction of tert-butyl diphenyliminoacetate and ethyl acrylate
Optical resolution of (±)-1,2-bis(2-methylphenyl)ethylene-1,2-diamine as a chiral framework for 2-iminoimidazolidine with 2-methylphenyl pendant and the guanidine-catalyzed asymmetric Michael reaction of tert-butyl diphenyliminoacetate and ethyl acrylate
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DOI：
10.1021/jo701923z
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发表时间：
2008-01-04
影响因子：
3.6
通讯作者：
Ishikawa, Tsutomu
中科院分区：
文献类型：
--
作者：
Ryoda, Akemi;Yajima, Nana;Ishikawa, Tsutomu
以苯偶酰和乙酸铵为原料合成了（+/-）-1，2-双（2-甲基苯基）乙二胺，并将其拆分为4，5-位带有2-甲基苯基侧基的2-（1-苄基-2-羟乙基）亚氨基-1，3-二甲基咪唑烷的手性骨架。研究了1，3-二甲基-4，5-双（2-甲基苯基）咪唑烷及其衍生物1，3-二苄基-4，5-二苯基咪唑烷对二苯基亚氨基乙酸叔丁酯与丙烯酸乙酯的不对称Michael加成反应的催化性能。
[GRAPHICS](+/-)-1,2-Bis(2-methylphenyl)ethylene-1,2-diamine, prepared from benzil and ammonium acetate, was optically resolved as a chiral framework for 2-(1-benzyl-2-hydroxyethyl)imino-1,3-dimethylimidazolidine with 2-methylphenyl pendants at the 4,5-positions. Catalysis ability of the 1,3-dimethyl-4,5-bis(2-methylphenyl)imidazolidine and the related 1,3-dibenzyl-4,5-diphenylimidazolidine was examined in the asymmetric Michael reaction of t-butyl diphenyliminoacetate and ethyl acrylate.