Catalytic Enantioselective Desymmetrizing Fischer Indolization through Dynamic Kinetic Resolution

Ghosh, B and Balhara, R and Jindal, G and Mukherjee, S (2021) Catalytic Enantioselective Desymmetrizing Fischer Indolization through Dynamic Kinetic Resolution. In: Angewandte Chemie - International Edition .

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Abstract

The first catalytic enantioselective Fischer indolization of prochiral diketones containing enantiotopic carbonyl groups is developed and shown to proceed through dynamic kinetic resolution (DKR). Catalyzed by the combination of a spirocyclic chiral phosphoric acid and ZnCl2 (Lewis acid assisted Brønsted acid), this direct approach combines 2,2-disubstituted cyclopentane-1,3-diones with N-protected phenylhydrazines to furnish cyclopentabindole derivatives containing an all-carbon quaternary stereocenter with good to excellent enantioselectivities. © 2021 Wiley-VCH GmbH

Item Type:	Journal Article
Publication:	Angewandte Chemie - International Edition
Publisher:	John Wiley and Sons Inc
Additional Information:	The copyright for this article belongs to John Wiley and Sons Inc
Keywords:	Bromine compounds; Chlorine compounds; Enantioselectivity; Ketones; Phosphoric acid; Zinc chloride, Carbonyl groups; Direct approach; Dynamic kinetic resolution; Enantioselective; Indole derivatives; Indolization; Lewis Acid; Quaternary stereocenters, Fluorine compounds
Department/Centre:	Division of Chemical Sciences > Organic Chemistry
Date Deposited:	23 Mar 2021 10:07
Last Modified:	23 Mar 2021 10:07
URI:	http://eprints.iisc.ac.in/id/eprint/68535

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