Palladium-Catalyzed One-Pot Highly Regioselective 6- Endo Cyclization and Alkylation of Enynoates: Synthesis of 2-Alkanone Pyrones

Tanveer Ahmad, Sheng Qi Qiu, Yun He Xu, Teck Peng Loh

Research output: Contribution to journalArticlepeer-review

16 Scopus citations

Abstract

The Pd(II)-catalyzed one-pot tandem cyclization/alkylation reactions of enynoates with allylic alcohols have been demonstrated. In this reaction, an innovative protocol proceeded well through Pd-catalyzed intramolecular selective 6-endo cyclization, insertion of allylic alcohols into the Pd-C bond of vinylpalladium species generated in situ, and β-hydrogen elimination processes. This conversion provides a convenient and efficient methodology for the synthesis of 2-alkanone pyrones in moderate to good yields.

Original languageEnglish
Pages (from-to)13414-13426
Number of pages13
JournalJournal of Organic Chemistry
Volume83
Issue number21
DOIs
StatePublished - 2 Nov 2018
Externally publishedYes

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