Anodic Cyclization Reactions: Reversing the Polarity of Ketene Dithioacetal Groups

Yongmao Sun, Bin Liu, Jeff Kao, D. Andre' D'Avignon, Kevin D. Moeller

Research output: Contribution to journalArticlepeer-review

30 Scopus citations

Abstract

(matrix presented) n = 1,2 Nuc = OH, enol ether Yields = 75-94% Intramolecular coupling reactions of ketene dithioacetal groups with enol ether and alcohol nucleophiles have been studied. The reactions were initiated by an anodic oxidation of the ketene dithioacetal and proved to be compatible with the formation of five- or six-member rings, as well as the stereoselective generation of quaternary carbons.

Original languageEnglish (US)
Pages (from-to)1729-1732
Number of pages4
JournalOrganic Letters
Volume3
Issue number11
DOIs
StatePublished - May 31 2001
Externally publishedYes

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