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Synlett 1997; 1997(1): 103-104
DOI: 10.1055/s-1997-685
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One-pot Annulation of Enones with Lithiated Allyl Phenyl Sulfone

Zemin Dong1 , Stephen G. Pyne2 , Brian W. Skelton3 , Allan H. White3
  • 1Department of Chemistry, University of Wollongong, Wollongong, NSW, 2522, Australia
  • 2Department of Chemistry, University of Wollongong, Wollongong, NSW, 2522, Australia, Fax +61-42-214287; e-mail: S.Pyne@uow.edu.au
  • 3Department of Chemistry, University of Western Australia, Nedlands, WA, 6009, Australia
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Publication Date:
22 March 2004 (online)

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A one-pot method of converting five and six membered cyclic enones to their respective bicyclo[2.2.1]heptanones and bicyclo[2.2.2]octanones, respectively, and acyclic enones to cyclohe-3-enols is reported.

Michael reaction - allylic sulfone - bicyclo[2.2.1]heptanone - bicyclo[2.2.2]octanone - cyclohexenol