trans-Bis(5-methoxy-1-3-η3-cyclohexenyl)palladium Complexes by Palladium(II)-Promoted Addition of Methanol to 1,4-Cyclohexadienes. Synthesis of Methyl trans-5-Methoxy-2-cyclohexene-1-carboxylates by Subsequent Methoxycarbonylation

Article abstract of DOI:10.1021/jo00248a007

1,4-Cyclohexadienes in the presence of bis(acetonitrile)palladium dichloride in methanol are stereoselectively converted to trans-bis(5-methoxy-1-3-η³-cyclohexenyl)palladium chloride complexes.A series of substituted 1,4-cyclohexadienes was studied to determine the effects of substituents.Subsequent methoxycarbonylation regioselectively and stereoselectivity afforded the corresponding methyl trans-5-methoxy-2-cyclohexene-1-carboxylates.The two-reaction sequence can be coupled in a tandem reaction procedure.