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

Author:

Ryoda Akemi1,Yajima Nana1,Haga Toyokazu1,Kumamoto Takuya1,Nakanishi Waka1,Kawahata Masatoshi1,Yamaguchi Kentaro1,Ishikawa Tsutomu1

Affiliation:

1. Graduate School of Pharmaceutical Sciences, Chiba University, 1-33 Yayoi, Inage, Chiba 263-8522, Japan, and Faculty of Pharmaceutical Sciences at Kagawa Campus, Tokushima Bunri University, 1314-1 Shido, Sanuki, Kagawa 769-2193, Japan

Publisher

American Chemical Society (ACS)

Subject

Organic Chemistry

Reference34 articles.

1. Yamamoto, Y.; Kojima, S. InThe Chemistry of Amidines and Imidates; Patai, S., Rappoport, Z., Eds.; John Wiley & Sons, Inc.  New York, 1991; Vol. 2, pp 485−526. Costa, M.; Chiusoli, G. P.; Taffurelli, D.; Dalmonego, G.J.Chem. Soc., Perkin Trans. 11998, 1541−1546. Kovacevic, B.; Maksic, Z. B.Org. Lett.2001,3, 1523−1526. Ishikawa, T.; Kumamoto, T.Synthesis2006, 737−752. For recent guanidine catalysts, see:  Terada, M.; Ube, H.; Yaguchi, Y.J. Am. Chem. Soc.2006,128, 1454−1455. Terada, M.; Nakano, M.; Ube, H.J. Am. Chem. Soc.2006,128, 16044−16045.

2. (a) Isobe, T.; Fukuda, K.; Ishikawa, T.Tetrahedron:  Asymmetry1998,9, 1729−1735.

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