Development of a stereoselective co-mediated dihydropyran ring contraction.
A highly stereoselective approach for the synthesis of trans-1,2-disubstituted cyclobutanes through an Al-promoted cobalt-mediated O-->C ring contraction of dihydropyrans is described. [reaction: see text].
Meek
Simon J
SJ
Department of Chemistry, University of Sheffield, Brook Hill, Sheffield, S3 7HF, UK.
Pradaux
Fabienne
F
Demont
Emmanuel H
EH
Harrity
Joseph P A
JP
D000535:Aluminum / Q000737:chemistry; D003035:Cobalt / Q000737:chemistry; D018360:Crystallography, X-Ray; D003500:Cyclization; D003503:Cyclobutanes / Q000737:chemistry; D007202:Indicators and Reagents; D009682:Magnetic Resonance Spectroscopy; D011714:Pyrans / Q000138:chemical synthesis*; D013237:Stereoisomerism
D003503:Cyclobutanes; D007202:Indicators and Reagents; D011714:Pyrans; D003035:Cobalt; D000535:Aluminum