Bi(OTf)3-promoted cascade annulation of hydroxy-pyranones and unsaturated γ-ketoesters for the construction of polycyclic bridged pyrano-furopyranones

TitleBi(OTf)3-promoted cascade annulation of hydroxy-pyranones and unsaturated γ-ketoesters for the construction of polycyclic bridged pyrano-furopyranones
Publication TypeJournal Article
Year of Publication2024
AuthorsRathod, AB, Borade, BR, Sambherao, PI, Kontham, R
JournalOrganic and biomolecular chemistry
Volume22
Issue3
Pagination496-500
Date PublishedJAN
Type of ArticleArticle
ISSN1477-0520
Keywords1 3-Dicarbonyl Compounds, alkynols, Coumarins, Fungus
Abstract

An efficient protocol for constructing complex three dimensional polycyclic bridged chromano-furopyranones and pyrano-furopyranones (closely related to bioactive natural products) via bismuth(III)-catalyzed cascade annulation of hydroxy-pyranones and unsaturated gamma-ketoesters is presented. This process involves intermolecular Michael addition, intramolecular hemiketalization, lactonization, formation of one C-C bond and two C-O bonds, rings, and contiguous stereocenters.

DOI10.1039/d3ob01862h
Type of Journal (Indian or Foreign)

Foreign

Impact Factor (IF)

3.2

Divison category: 
Organic Chemistry
Database: 
Web of Science (WoS)

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