ChemInform Abstract: Intramolecular O-H Insertion Reaction of Azido Substituted Diazoesters and Its Relevance to the Mechanism of the Allylic Azide Rearrangement.

✍ Scribed by A. PAWDA; M. M. SA

• Publisher: John Wiley and Sons
• Year: 2010
• Weight: 33 KB
• Volume: 28
• Category: Article
• ISSN: 0931-7597
• DOI: 10.1002/chin.199743115

✦ Synopsis

Intramolecular O-H Insertion Reaction of Azido Substituted Diazoesters and Its Relevance to the Mechanism of the Allylic Azide Rearrangement.

-The Rh(II)-catalyzed decomposition of diazoesters (I), (IV), and (VII) affords the expected O-H insertion products as a mixture of diastereomeric furanones. Extension of the methodology to the γ-azido substituted diazoesters (X) and (XII) gives rise to the unexpected single diastereomeric furanones (XI) and (XIII). -(PAWDA, A.; SA, M. M.;