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Enantioselective aza-Morita-Baylis-Hillman reaction between acrylates and N-Boc isatin ketimines: asymmetric construction of chiral 3-substituted-3-aminooxindoles.

Authors :
Zhao X
Li TZ
Qian JY
Sha F
Wu XY
Source :
Organic & biomolecular chemistry [Org Biomol Chem] 2014 Oct 28; Vol. 12 (40), pp. 8072-8.
Publication Year :
2014

Abstract

The first enantioselective aza-Morita–Baylis–Hillman reaction of acrylates with ketimines derived from isatins has been developed. With 2 mol% of chiral bifunctional phosphine-squaramide 4e, optically active 3-substituted-3-amino-2-oxindoles were obtained in excellent yields with up to 91% ee.

Details

Language :
English
ISSN :
1477-0539
Volume :
12
Issue :
40
Database :
MEDLINE
Journal :
Organic & biomolecular chemistry
Publication Type :
Academic Journal
Accession number :
25184554
Full Text :
https://doi.org/10.1039/c4ob01358a