A Palladium-Catalyzed Cyclization-Oxidation Sequence: Synthesis of Bicyclo[3.1.0]hexanes and Evidence for S_N2 C-O Bond Formation

摘要

We realized a new domino cyclization-oxidation sequence of 1,6-enynes. This attractive cascade reaction allows for the synthesis of various bicyclo[3.1.0]hexane derivatives. Regarding the mechanism, a Pd(Ⅱ)-Pd(Ⅳ) catalytic cycle is proposed, and evidence for an S_N2 C-O bond formation from alkyl-Pd(Ⅳ) species has been established. Further studies on the application of products and reaction mechanism are ongoing in our laboratories and will be reported in due course.