Issue 48, 2016

Enantioselective intermolecular cross Rauhut–Currier reactions of activated alkenes with acrolein

Abstract

The enantioselective intermolecular cross Rauhut–Currier reaction of acrolein with active olefins has been a long-standing challenge because of the competitive MBH reaction and polymerization. Herein a highly enantioselective intermolecular cross Rauhut–Currier reaction of acrolein with 3-acyl acrylates and 2-ene-1,4-diones, which is enabled by newly designed Peng-Phos catalysts. This method is scalable and highly enantioselective (up to 96% ee). Several transformations of the R–C products are carried out to showcase the synthetic utility.

Graphical abstract: Enantioselective intermolecular cross Rauhut–Currier reactions of activated alkenes with acrolein

Supplementary files

Article information

Article type
Communication
Submitted
01 Apr 2016
Accepted
12 May 2016
First published
12 May 2016

Chem. Commun., 2016,52, 7612-7615

Enantioselective intermolecular cross Rauhut–Currier reactions of activated alkenes with acrolein

W. Zhou, P. Chen, M. Tao, X. Su, Q. Zhao and J. Zhang, Chem. Commun., 2016, 52, 7612 DOI: 10.1039/C6CC02742C

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