Enantioselective synthesis of tetra-substituted tetralines and tetrahydro-indolizines by NHC-catalyzed azolium-enolate cascade

Ghosh, A and Barik, S and Shee, S and Biju, AT (2021) Enantioselective synthesis of tetra-substituted tetralines and tetrahydro-indolizines by NHC-catalyzed azolium-enolate cascade. In: Chemical Communications, 57 (63). pp. 7794-7797.

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Abstract

NHC-catalyzed cascade reaction of enals with suitably substituted β-(hetero)aryl enones allowing the enantioselective synthesis of tetra-substituted tetralines and tetrahydro indolizines is presented. The catalytically generated chiral α,β-unsaturated acylazoliums from enals under oxidative conditions reacted in a Michael-Michael-lactonization sequence to form the tricyclic δ-lactone products bearing four contiguous stereocentres. © 2021 The Royal Society of Chemistry.

Item Type:	Journal Article
Publication:	Chemical Communications
Publisher:	Royal Society of Chemistry
Additional Information:	The copyright for this article belongs to Royal Society of Chemistry
Keywords:	Catalysis, Cascade reactions; Enantioselective synthesis; Enolates; Indolizines; Lactonization; Oxidative conditions, Enantioselectivity, article; catalysis; chirality; enantioselectivity; lactonization; oxidation; substitution reaction; synthesis
Department/Centre:	Division of Chemical Sciences > Organic Chemistry
Date Deposited:	25 Sep 2021 12:39
Last Modified:	25 Sep 2021 12:39
URI:	http://eprints.iisc.ac.in/id/eprint/69797

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