Meek Simon J, Pradaux Fabienne, Demont Emmanuel H, Harrity Joseph P A
Department of Chemistry, University of Sheffield, Sheffield, S3 7HF, United Kingdom.
J Org Chem. 2007 Apr 27;72(9):3467-77. doi: 10.1021/jo0701132. Epub 2007 Mar 30.
A series of dihydropyrans bearing a dicobalthexacarbonyl moiety have been found to undergo an efficient Al-promoted O-->C ring-contraction process. This rearrangement reaction operates successfully for a broad range of substrates. Moreover, the potential of this approach for generating cyclopropanes from the corresponding dihydrofurans has been demonstrated.