AgOTf-catalyzed cascade annulation of 5-hexyn-1-ols and aldehydes: enabling the diastereoselective synthesis of [6,6,6]-trioxa-fused ketals and hexahydro-2H-chromenes

TitleAgOTf-catalyzed cascade annulation of 5-hexyn-1-ols and aldehydes: enabling the diastereoselective synthesis of [6,6,6]-trioxa-fused ketals and hexahydro-2H-chromenes
Publication TypeJournal Article
Year of Publication2025
AuthorsVinodkumar, R, Nakate, AK, Krishna, GRama, Kontham, R
JournalChemical Communications
Volume61
Issue5
Pagination973-976
Date PublishedJAN
Type of ArticleArticle
ISSN1359-7345
Abstract

We report the unprecedented diastereoselective synthesis of novel [6,6,6]-trioxa-fused ketals via AgOTf-catalyzed cascade annulation of 5-hexyn-1-ols (with primary or secondary hydroxyl groups) and aldehydes through a [2+2+1+1] pathway. In contrast, 5-hexyn-1-ols with tertiary hydroxyl groups yield hexahydro-2H-chromenes via a [3+1+1+1] pathway.

DOI10.1039/d4cc05546b
Type of Journal (Indian or Foreign)

Foreign

Impact Factor (IF)

4.3

Divison category: 
Center for Material Characterization (CMC)
Organic Chemistry
Database: 
Web of Science (WoS)

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