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Paper | Special issue | Vol 67, No. 1, 2006, pp.215-232
Published online, 12th August, 2005
DOI: 10.3987/COM-05-S(T)16
Tandem Palladium-catalyzed Allene Arylation and Oxazoline Formation

Gregory R. Cook* and Wei Xu

*Department of Chemistry, North Dakota State University, Fargo, ND 58105-5516, U.S.A.

Abstract

The tandem palladium-catalyzed addition of aryl iodides to allenes followed by cyclization to afford oxazolines was investigated. A variety of chiral 5-vinyloxazolines were obtained in high yield with excellent stereoselectivity via equilibration of the intermediate π-allylpalladium complex.