Corey-Itsuno Reduction - Applications

Applications

Over the past couple of decades, the CBS Reduction has gained significant synthetic utility in the synthesis of a significant number of natural products, including lactones, terpenoids, alkaloids, steroids, and biotins. The enantionselective reduction has also been employed on large scale in industry. Jones et al. utilized the CBS reduction in the total synthesis of MK-0417, a water-soluble carbonic anhydrase inhibitor which has been used therapeutically to reduce intraocular pressure. Asymmetric reduction of a key bicyclic sulfone intermediate was accomplished with the CBS oxazaborolidine catalyst containing Me as the R’ group.