NHC-catalyzed enantioselective synthesis of tetracyclic δ-lactones by (4+2) annulation of ortho-quinodimethanes with activated ketones

TitleNHC-catalyzed enantioselective synthesis of tetracyclic δ-lactones by (4+2) annulation of ortho-quinodimethanes with activated ketones
Publication TypeJournal Article
Year of Publication2023
AuthorsSarkar, D, Barik, S, Shee, S, Gonnade, RG, Biju, AT
JournalOrganic Letters
Volume25
Issue43
Pagination7852-7857
Date PublishedOCT
Type of ArticleArticle
ISSN1523-7060
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 delta-lactones is presented. High diastereoselectivity of products, remote C-(sp(3))-H functionalization, broad substrate scope, and mild reaction conditions are the notable features of the present (4 + 2) annulation.

DOI10.1021/acs.orglett.3c03076
Type of Journal (Indian or Foreign)

Foreign

Impact Factor (IF)

5.2

Divison category: 
Physical and Materials Chemistry
Database: 
Web of Science (WoS)

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