Issue 95, 2019

Catalytic asymmetric cycloaddition of unsymmetrical EWG-activated alkenes to fully substituted pyrrolidines bearing three different carbonyl groups

Abstract

A unique 1,3-dipolar [3+2] cycloaddition of alkyl 4-oxo-4-arylbut-2-enoates bearing two different electron-withdrawing groups was completed by using the silver/(R)-DTBM-Segphos catalyst system, which gives the corresponding fully substituted pyrrolidines with four stereogenic centers in good yields and with excellent enantioselectivities (up to 98% ee).

Graphical abstract: Catalytic asymmetric cycloaddition of unsymmetrical EWG-activated alkenes to fully substituted pyrrolidines bearing three different carbonyl groups

Supplementary files

Article information

Article type
Communication
Submitted
02 Oct 2019
Accepted
05 Nov 2019
First published
05 Nov 2019

Chem. Commun., 2019,55, 14363-14366

Catalytic asymmetric cycloaddition of unsymmetrical EWG-activated alkenes to fully substituted pyrrolidines bearing three different carbonyl groups

S. Wu, N. Li, G. Yin, Z. Xu, F. Ye, L. Li, Y. Cui and L. Xu, Chem. Commun., 2019, 55, 14363 DOI: 10.1039/C9CC07738C

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