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
posted on 2008-01-04, 00:00authored byAkemi Ryoda, Nana Yajima, Toyokazu Haga, Takuya Kumamoto, Waka Nakanishi, Masatoshi Kawahata, Kentaro Yamaguchi, Tsutomu Ishikawa
(±)-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.