Ketene Thioacetal Route to γ-Lactones. Effect of Carbonyl Hardness on Reaction-Site Selectivity and a Unique Preparation of 3-Methyl-5-phenyl-2(5H)-furanone

Alan P. Kozikowski, Yon Yih Chen

Research output: Contribution to journalArticlepeer-review

Abstract

The synthesis of γ-lactones from the addition products of ketene thioacetal anions and carbonyl compounds has been achieved. A unique phenylselenenyl chloride triggered formation of dithienium ion from ketene thioacetal has been shown to directly afford a doubly protected butenolide system.

Original languageEnglish (US)
Pages (from-to)2236-2239
Number of pages4
JournalJournal of Organic Chemistry
Volume45
Issue number11
DOIs
StatePublished - Jan 1 1980

ASJC Scopus subject areas

  • Organic Chemistry

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