Ketyl-allene cyclizations promoted by samarium(II) iodide.
[reaction: see text] Samarium(II) iodide has proven to be an effective reagent for intramolecular reductive coupling reactions. Previous investigations of intramolecular ketyl-olefin coupling reactions provided carbocycles in excellent yield and good diastereoselectivity. This method has been extended to ketyl cyclizations with allenes. Substrates leading to both carbocycles and heterocycles in a selective manner are explored.
Molander
Gary A
GA
Roy and Diana Vagelos Laboratories, Department of Chemistry, University of Pennsylvania, Philadelphia, Pennsylvania 19104-6323, USA. gmolandr@sas.upenn.edu
Cormier
Elizabeth Pollina
EP
D007454:Iodides / Q000737:chemistry*; D012493:Samarium / Q000737:chemistry*
D007454:Iodides; D012493:Samarium