通过甲亚胺叶立德与氮丙啶的1,3-偶极环加成反应催化不对称合成二氮杂双环[3.1.0]己烷。
Catalytic asymmetric synthesis of diazabicyclo[3.1.0]hexanes by 1,3-dipolar cycloaddition of azomethine ylides with azirines.
作者信息
Molina Alba, Díaz-Tendero Sergio, Adrio Javier, Carretero Juan C
机构信息
Departamento de Química Orgánica, Facultad de Ciencias, Universidad Autónoma de Madrid, Cantoblanco, 28049 Madrid, Spain.
出版信息
Chem Commun (Camb). 2020 May 7;56(37):5050-5053. doi: 10.1039/d0cc01061h. Epub 2020 Apr 3.
PMID:32243487
Abstract
Substituted 1,3-diazabicyclo[3.1.0]hexanes with two contiguous quaternary stereocentres are readily prepared by catalytic asymmetric [3+2] cycloaddition of α-substituted iminoesters with azirines. High diastereoselectivities and enantioselectivities (up to 98% ee) are achieved using Cu/(R)-Fesulphos as the catalytic system.
摘要
具有两个相邻季碳立体中心的取代1,3 - 二氮杂双环[3.1.0]己烷可通过α - 取代亚胺酯与氮丙啶的催化不对称[3 + 2]环加成反应轻松制备。使用Cu/(R)-Fesulphos作为催化体系可实现高非对映选择性和对映选择性（高达98% ee）。
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