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

Yoon, Doo-Ha; Ha, Hyun-Joon; Kim, Bong Chan; Lee, Won Koo

doi:10.1016/j.tetlet.2010.02.087

상세 보기

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

Yoon, Doo-Ha;
Ha, Hyun-Joon;
Kim, Bong Chan;
Lee, Won Koo

Citations

WEB OF SCIENCE

11

Citations

SCOPUS

11

초록

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. (C) 2010 Elsevier Ltd. All rights reserved.

키워드

Conjugate addition; Amine; Aziridin-2-yl-acrylates; Diamine; STEREOSELECTIVE-SYNTHESIS; EFFICIENT SYNTHESIS; 1,2-DIAMINES; HOMOLOGATION; INHIBITORS; ANALOGS; ENTRY; ACIDS

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

저자: Yoon, Doo-Ha; Ha, Hyun-Joon; Kim, Bong Chan; Lee, Won Koo

DOI: 10.1016/j.tetlet.2010.02.087

발행일: 2010-04-21

유형: Article

저널명: Tetrahedron Letters

권: 51

호: 16

페이지: 2181 ~ 2183