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IPy 2 BF 4 ‐Mediated Rearrangements of 1,2‐Difunctionalized Compounds and Olefins
Author(s) -
Fañanás Francisco J.,
ÁlvarezPérez Mónica,
Rodríguez Félix
Publication year - 2005
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.200500070
Subject(s) - chemistry , medicinal chemistry
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.