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N-Heterocyclic carbene-catalyzed [4 + 2] annulation of α,β-unsaturated carboxylic acids: enantioselective synthesis of dihydropyridinones and spirocyclic oxindolodihydropyridinones

Authors :
Han-Ming Zhang
Wen-Qiang Jia
Chun-Lin Zhang
Zhong-Hua Gao
Song Ye
Source :
Organic Chemistry Frontiers. 3:77-81
Publication Year :
2016
Publisher :
Royal Society of Chemistry (RSC), 2016.

Abstract

The N-heterocyclic carbene-catalyzed generation of dienoate from α,β-unsaturated carboxylic acid via the in situ formed mixed anhydride, and the following [4 + 2] annulation with hydrazones and isatin-derived imines was developed, affording the corresponding dihydropyridinones and spirocyclic oxindolodihydropyridinones, respectively, in moderate to good yields with good to excellent enantioselectivities.

Details

ISSN :
20524129
Volume :
3
Database :
OpenAIRE
Journal :
Organic Chemistry Frontiers
Accession number :
edsair.doi...........ff4317795ba5621462e5ed05bc6a82b3