Abstract
Addition reation of Camphor derived [3.2.1]bicyclic hydroxy ketone with alkyl organic lithium compound and Grignard reagent to give Camphor derived [3.2.1]bicyclic diol compound, and then the acetalization generated the acetyl alcoholproduct. Then, rearrangement of various types of [3.2.1]bicyclic acetyl alcohol is catalyzed by the catalytic amount of p-toluenesulfonic acid and generated camphor molecule derived [2.2.2]bicyclic product. Then, this camphor molecule derived [2.2.2]bicyclic acetyl compound soluble in methanol reacted with sodium hydroxide to give the camphor molecule derived [2.2.2]bicyclic secondary alcohol compound product. Then camphor molecule derived [2.2.2]bicyclo secondary alcohol compound are oxidized to camphor molecule derived [2.2.2]bicyclo ketone. This compound is further oxidized to camphor molecule derived [2.2.2]bicyclo dione product by selenium dioxide in acetic acid, Finally, reaction of the dione compound with lead acetate in methanol generated ring-opening methylene-dimethyl-cyclohexane diesters derivatives, the methylene-dimethyl-cyclo hexane diesters containing two stereocenters.
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