IPy 2 BF 4 ‐Mediated Rearrangements of 1,2‐Difunctionalized Compounds and Olefins

• Published in: Chemistry – A European Journal
• Main Authors: Fañanás, Francisco J., Álvarez‐Pérez, Mónica, Rodríguez, Félix
• Format: Article in Journal/Newspaper
• Language: English
• Published: Wiley 2005
• Subjects: IPY
• Online Access: http://dx.doi.org/10.1002/chem.200500070; https://api.wiley.com/onlinelibrary/tdm/v1/articles/10.1002%2Fchem.200500070; https://onlinelibrary.wiley.com/doi/full/10.1002/chem.200500070

Abstract Acetal derivatives are easily obtained from 1,2‐difunctionalized compounds by a new reaction mediated by IPy 2 BF 4 with a mechanism based on a 1,2‐migration of aryl or alkyl groups. A new oxidative rearrangement reaction of olefins is also described. Moreover, when this metal‐free protocol is applied to cyclic olefins, interesting ring‐contraction reactions are observed. The new methodologies described here are a clean and efficient alternative to known strategies that make use of potentially toxic metallic complexes.