Issue 49, 2015

A catalytic asymmetric carbonyl–ene reaction of β,γ-unsaturated α-ketoesters with 5-methyleneoxazolines

Abstract

A catalytic asymmetric carbonyl–ene reaction of β,γ-unsaturated α-ketoesters with 5-methyleneoxazolines was accomplished. The process was based on the utilization of a chiral N,N′-dioxide/MgII catalyst, providing the desired products with excellent outcomes (up to 99% yield, >99% ee) under mild reaction conditions. Based on the experimental investigations and previous reports, a possible transition state was proposed.

Graphical abstract: A catalytic asymmetric carbonyl–ene reaction of β,γ-unsaturated α-ketoesters with 5-methyleneoxazolines

Supplementary files

Article information

Article type
Communication
Submitted
02 Apr 2015
Accepted
14 May 2015
First published
14 May 2015

Chem. Commun., 2015,51, 10042-10045

A catalytic asymmetric carbonyl–ene reaction of β,γ-unsaturated α-ketoesters with 5-methyleneoxazolines

W. Luo, J. Zhao, J. Ji, L. Lin, X. Liu, H. Mei and X. Feng, Chem. Commun., 2015, 51, 10042 DOI: 10.1039/C5CC02748A

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