Reactions of η2-tetracarbonylmanganese complexes derived from podocarpic acid with electrophiles; functionalization of ring C

Article abstract of DOI:10.1016/0022-328X(92)80117-G

Reaction of tetracarbonylmanganese(I) complexes derived from podocarpic acid (1) with electrophilic bromine or iodine in CCl4 leads to 14-halogenated derivatives inaccessible by direct halogenation.Similar reactions in protic solvents lead to the formation of γ-lactones in high yield.The structure of one of these was established unequivocally by X-ray crystallograohy.Attempted oxidation of the C-Mn bond with a number of reagents proved generally to be unsuccessful.