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Conjugate addition of amines to chiral 3-aziridin-2-yl-acrylates

✍ Scribed by Doo-Ha Yoon; Hyun-Joon Ha; Bong Chan Kim; Won Koo Lee

Publisher
Elsevier Science
Year
2010
Tongue
French
Weight
277 KB
Volume
51
Category
Article
ISSN
0040-4039

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✦ Synopsis

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 4amino-5-methylpyrrolidin-2-one, 3,4-diaminopentanoate, and 5-chloromethyl-4-alkoxycarbonylmethylimidazolidin-2-one.

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