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Conjugate addition of amines to chiral 3-aziridin-2-yl-acrylates
Authors:Doo-Ha Yoon  Bong Chan Kim
Affiliation:a Department of Chemistry and Protein Research Centre for Bio-Industry, Hankuk University of Foreign Studies, Yongin 449-719, Republic of Korea
b Department of Chemistry, Sogang University, Seoul 121-742, Republic of Korea
Abstract:Conjugate addition of benzylamine to chiral methyl cis-3-aziridin-2-yl-acrylates was successfully proceeded to yield 3-aziridin-2-yl-3-benzylaminopropionates in high yield with high stereoselectivity. The addition products were used for the asymmetric synthesis of vicinal diamine derivatives including 4-amino-5-methylpyrrolidin-2-one, 3,4-diaminopentanoate, and 5-chloromethyl-4-alkoxycarbonylmethylimidazolidin-2-one.
Keywords:Conjugate addition   Amine   Aziridin-2-yl-acrylates   Diamine
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