Investigation of the scope of a Co-mediated O-->C ring-contraction.
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.
Meek
Simon J
SJ
Department of Chemistry, University of Sheffield, Sheffield, S3 7HF, United Kingdom.
Pradaux
Fabienne
F
Demont
Emmanuel H
EH
Harrity
Joseph P A
JP
D002244:Carbon / Q000737:chemistry*; D002625:Chemistry, Organic / Q000379:methods*; D003035:Cobalt / Q000737:chemistry; D003521:Cyclopropanes / Q000138:chemical synthesis* / Q000737:chemistry; D008956:Models, Chemical; D010100:Oxygen / Q000737:chemistry*; D011714:Pyrans / Q000737:chemistry
D003521:Cyclopropanes; D011714:Pyrans; D003035:Cobalt; D002244:Carbon; C030797:cyclopropane; D010100:Oxygen