Electrophilic cyclizations of vinylcyclopropanols to tethered aldehydes.
[reaction: see text]. The intramolecular, stereoselective addition of 1-vinylcyclopropanols to tethered aldehydes has been achieved under mild conditions. Thus, sequential application of the titanium-mediated cyclopropanation of alpha,beta-unsaturated esters and the electrophilic cyclization of the aldehyde-tethered cyclopropanol products provides the facile formation of carbocyclic rings.
Youn
J H
JH
Department of Chemistry, University of Alabama, Tuscaloosa, 35487, USA.
Lee
J
J
Cha
J K
JK
D000447:Aldehydes / Q000138:chemical synthesis* / Q000737:chemistry; D003500:Cyclization; D003521:Cyclopropanes / Q000138:chemical synthesis* / Q000737:chemistry; D008968:Molecular Conformation; D014753:Vinyl Compounds / Q000138:chemical synthesis* / Q000737:chemistry
D000447:Aldehydes; D003521:Cyclopropanes; D014753:Vinyl Compounds