A cembrenene precursor,4,10-dimethyl-7-isopropenyl-14-oxo-3Z,5E,10Epentadecatrienal,was prepared in a convergent and stereoselective manner starting from geranylacetone via six steps employing allylic chlorination,Wit...A cembrenene precursor,4,10-dimethyl-7-isopropenyl-14-oxo-3Z,5E,10Epentadecatrienal,was prepared in a convergent and stereoselective manner starting from geranylacetone via six steps employing allylic chlorination,Wittig reaction(SCOOPY),alkylation of the allylic chloride 11, and the reductive elimination of the vicinal acetoxyl sulfone adduct to introduce stereoselectively the trans double bond of the target molecule as keysteps.展开更多
文摘A cembrenene precursor,4,10-dimethyl-7-isopropenyl-14-oxo-3Z,5E,10Epentadecatrienal,was prepared in a convergent and stereoselective manner starting from geranylacetone via six steps employing allylic chlorination,Wittig reaction(SCOOPY),alkylation of the allylic chloride 11, and the reductive elimination of the vicinal acetoxyl sulfone adduct to introduce stereoselectively the trans double bond of the target molecule as keysteps.