American Chemical Society
ol702922c_si_004.pdf (1.16 MB)

Palladium-Catalyzed Intramolecular Chloroamination of Alkenes

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journal contribution
posted on 2008-03-06, 00:00 authored by Forrest E. Michael, Paul A. Sibbald, Brian M. Cochran
A mild and facile Pd-catalyzed intramolecular chloroamination of unactivated alkenes has been described. This reaction takes place at room temperature and is tolerant of synthetically useful acid-sensitive functional groups. Generally high exo-selectivities are observed in the formation of a variety of 5- and 6-membered rings. This system is unique in its ability to tolerate multidentate ligands on palladium, which opens up the possibility of controlling the absolute sense of induction using a chiral ligand.