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 <i>tert</i>-Butyl Diphenyliminoacetate and Ethyl Acrylate

(±)-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.

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PID https://www.doi.org/10.1021/jo701923z.s001
URL https://figshare.com/articles/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_i_tert_i_Butyl_Diphenyliminoacetate_and_Ethyl_Acrylate/2964625
URL https://figshare.com/articles/dataset/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_i_tert_i_Butyl_Diphenyliminoacetate_and_Ethyl_Acrylate/2964625
URL http://dx.doi.org/10.1021/jo701923z.s001
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Access Right Open Access
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Author Ryoda, Akemi
Author Yajima, Nana
Author Haga, Toyokazu
Author Kumamoto, Takuya
Author Nakanishi, Waka
Author Kawahata, Masatoshi
Author Yamaguchi, Kentaro
Author Ishikawa, Tsutomu
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Collected From figshare
Hosted By figshare
Publication Date 2016-02-27
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Language English
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system:type dataset
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Source https://science-innovation-policy.openaire.eu/search/dataset?datasetId=r37980778c78::bfff20942f48822e9b9bd905c53f7687
Author jsonws_user
Last Updated 16 December 2020, 10:24 (CET)
Created 16 December 2020, 10:24 (CET)