Issue 9, 2015

Enantioselective construction of spiro-1,3-indandiones with three stereocenters via organocatalytic Michael-aldol reaction of 2-arylideneindane-1,3-diones and nitro aldehydes

Abstract

Asymmetric domino reaction between 2-arylideneindane-1,3-dione and nitro aldehyde has been developed for the construction of an enantioenriched spiro-1,3-indandione framework with three stereocenters. In the presence of a squaramide-tertiary amine, chiral spiro-1,3-indandione derivatives are obtained in good yields with high enantioselectivities and diastereoselectivities.

Graphical abstract: Enantioselective construction of spiro-1,3-indandiones with three stereocenters via organocatalytic Michael-aldol reaction of 2-arylideneindane-1,3-diones and nitro aldehydes

Supplementary files

Article information

Article type
Research Article
Submitted
22 May 2015
Accepted
18 Jun 2015
First published
19 Jun 2015

Org. Chem. Front., 2015,2, 1048-1052

Enantioselective construction of spiro-1,3-indandiones with three stereocenters via organocatalytic Michael-aldol reaction of 2-arylideneindane-1,3-diones and nitro aldehydes

J. Duan, J. Cheng and P. Li, Org. Chem. Front., 2015, 2, 1048 DOI: 10.1039/C5QO00166H

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