ChemInform Abstract: Acid-Catalyzed Rearrangements of the Thevinols: The Mechanism of Furanocodide Formation.

✍ Scribed by Konstantinos Grivas; Simon W. Breeden; Christian Ganter; Stephen M. Husbands; John W. Lewis

• Publisher: John Wiley and Sons
• Year: 2010
• Weight: 27 KB
• Volume: 30
• Category: Article
• ISSN: 0931-7597
• DOI: 10.1002/chin.199922222

✦ Synopsis

Acid-Catalyzed Rearrangements of the Thevinols: The Mechanism of Furanocodide Formation.

-In order to investigate the mechanism of the title reaction, thevinol (I) and related substrates are treated with formic acid at reflux. The corresponding furanocodide (II) is obtained in high yield with retention of configuration at C-7, contrary to a previously proposed mech-