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Augmentation of Enantioselectivity by Spatial Tuning of Aminocatalyst: Synthesis of 2-Alkyl/aryl-3-nitro-2H-chromenes by Tandem Oxa-Michael-Henry Reaction

Rahul Mohanta and Ghanashyam Bez*

*Department of Chemistry, North-Eastern Hill University, Shillong 793022, Meghalaya, India, Email: ghanashyambezyahoo.com

R. Mohanta, G. Bez, J. Org. Chem., 2020, 85, 4627-4636.

DOI: 10.1021/acs.joc.9b03366


Abstract

A structurally simple and easily accessible l-proline derived aminocatalyst provides 2-alkyl/aryl-3-nitro-2H-chromenes in excellent enantioselectivity within a short reaction time via an asymmetric tandem oxa-Michael-Henry reaction of salicylaldehyde with conjugated nitroalkene.


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Key Words

2H-chromenes, Henry reaction, Michael reaction, organocatalysis


ID: J42-Y2020