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NHC-Catalyzed Enantioselective Synthesis of Tetracyclic δ-Lactones by (4 + 2) Annulation of ortho-Quinodimethanes with Activated Ketones

Sarkar, D and Barik, S and Shee, S and Gonnade, RG and Biju, AT (2023) NHC-Catalyzed Enantioselective Synthesis of Tetracyclic δ-Lactones by (4 + 2) Annulation of ortho-Quinodimethanes with Activated Ketones. In: Organic Letters .

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Official URL: https://doi.org/10.1021/acs.orglett.3c03076

Abstract

The N-heterocyclic carbene (NHC)-catalyzed generation of ortho-quinodimethanes (o-QDMs) from 9H-fluorene-1-carbaldehydes followed by the interception with activated ketones resulting in the enantioselective synthesis of tetracyclic δ-lactones is presented. High diastereoselectivity of products, remote C(sp3)-H functionalization, broad substrate scope, and mild reaction conditions are the notable features of the present (4 + 2) annulation. © 2023 American Chemical Society.

Item Type: Journal Article
Publication: Organic Letters
Publisher: American Chemical Society
Additional Information: The copyright for this article belongs to Authors.
Department/Centre: Division of Chemical Sciences > Organic Chemistry
Date Deposited: 18 Mar 2024 05:24
Last Modified: 18 Mar 2024 05:24
URI: https://eprints.iisc.ac.in/id/eprint/84327

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