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The copper-catalyzed asymmetric construction of a dispiropyrrolidine skeleton via 1,3-dipolar cycloaddition of azomethine ylides to α-alkylidene succinimides.

Authors :
Yang, Wu-Lin
Liu, Yang-Zi
Luo, Shuai
Yu, Xingxin
Fossey, John S.
Deng, Wei-Ping
Source :
Chemical Communications. 6/4/2015, Vol. 51 Issue 44, p9212-9215. 4p.
Publication Year :
2015

Abstract

A highly efficient asymmetric 1,3-dipolar cycloaddition of azomethine ylides to α-alkylidene succinimides catalyzed by a novel chiral N,O-ligand/Cu(OAc)2 system is reported, affording dispiropyrrolidine derivatives with spiro quaternary stereogenic centers in good to excellent yields (up to 90%), excellent levels of diastereoselectivities (>20 : 1 dr) and enantioselectivities (up to 97% ee). [ABSTRACT FROM AUTHOR]

Details

Language :
English
ISSN :
13597345
Volume :
51
Issue :
44
Database :
Academic Search Index
Journal :
Chemical Communications
Publication Type :
Academic Journal
Accession number :
102783220
Full Text :
https://doi.org/10.1039/c5cc02362a