ChemInform Abstract: Asymmetric Twin-Ring Differentiation by Lipase-Catalyzed Enantiotoposelective Reaction of the Ring-Crossed meso Glycol: Asymmetric Synthesis of a Highly Functionalized Piperidine from the Conjoined Twin Piperidine System.
Abstract
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ChemInform Abstract
Lipase-catalyzed transesterification reaction of the diol (I) with vinyl acetate (II) affords the almost optically pure chiral monoacetate (III) which is further oxidized to give the ketone (IV). This ketone (IV) is cleaved to form the derivative (VI) of the desired chiral piperidine mentioned in the title. The enantiomer of (VI) is obtained via lipase catalyzed selective hydrolysis of the diacetate.