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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.[1]

References

  1. Electrophilic cyclizations of vinylcyclopropanols to tethered aldehydes. Youn, J.H., Lee, J., Cha, J.K. Org. Lett. (2001) [Pubmed]
 
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