镧（III）/手性布朗斯特酸催化D-A环丙烷的不对称串联开环/氮杂-Piancatelli重排反应
Ln(III)/Chiral Brønsted Acid Catalyzed Asymmetric Cascade Ring Opening/Aza-Piancatelli Rearrangement of D-A Cyclopropanes.
作者信息
Xu Lei, Yang Qian, Zhong Sishi, Li Hongxiang, Tang Yurong, Cai Yunfei
机构信息
School of Chemistry and Chemical Engineering, Chongqing University, Chongqing 400044, China.
出版信息
Org Lett. 2020 Nov 20;22(22):9016-9021. doi: 10.1021/acs.orglett.0c03413. Epub 2020 Nov 10.
The first Lewis acid and chiral Brønsted acid cooperatively catalyzed asymmetric cascade ring opening/aza-Piancatelli rearrangement reaction of furyl-substituted donor-acceptor cyclopropanes is achieved, enabling the construction of functionalized aminocyclopentenones bearing α-quaternary carbon stereocenters in high yields with excellent enantio- and diastereoselectivities under remarkably low catalyst loading of 0.2-1.2 mol %.
实现了首例路易斯酸和手性布朗斯特酸协同催化的呋喃取代的给体-受体环丙烷的不对称串联开环/氮杂-Piancatelli重排反应，能够在低至0.2-1.2 mol%的催化剂负载量下，以高收率、优异的对映选择性和非对映选择性构建含有α-季碳立体中心的官能化氨基环戊烯酮。
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