The Journal of organic chemistry

Samarium (II) iodide-mediated intramolecular conjugate additions of α, β-unsaturated lactones

GA Molander, DJ St. Jean

Index: Molander, Gary A; St Jean Jr., David J The Journal of organic chemistry, 2002 , vol. 67, # 11 p. 3861 - 3865

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Citation Number: 45

Abstract

Samarium (II) iodide, in the presence of catalytic amounts of nickel (II) iodide, has been used to promote intramolecular conjugate additions of alkyl halides onto α, β-unsaturated lactones. This process has been shown to be applicable to a number of α, β-unsaturated lactones, including tetrasubstituted olefins, and has been demonstrated to be quite general for the formation of saturated bicyclic and tricyclic lactones. The method presented herein ...