STEREOSELECTIVITY IN NUCLEOPHILIC ADDITION TO UNSATURATED LIGANDS BOUND TO MOLYBDENUM. ALLYLIC ALKYLATION OF CYCLOHEXANONE

Article abstract of DOI:10.1016/S0040-4020(01)91413-9

The stereochemistry and regiochemistry of nucleophilic addition to olefinic, allylic, or diene moieties can be controlled in reactions of molybdenum complexes.The synthesis of a wide range of α-allylic cyclohexanones is feasible using (η⁵-cyclopentadienyl)Mo(CO)(NO)(allyl) cations.The stereoselective preparation of (RS,SR)-2-(1-methyl-2-butenyl)cyclohexanone from the reaction of 1-pyrrolidino-1-cyclohexene with (CpMo(CO)(NO)(η³-1,3-dimethylallyl))BF4 illustrates the methodology.