Despite recent major advances in the synthesis of chiral tertiary alkyl-containing compounds including a large number of those with biologically and medicinally important properties, e.g., isoprenoids, deoxypolypropionates, and others, through the development of catalytic asymmetric alkene hydrogenation, epoxidation, carboalumination, and so on, it still remains very challenging to prepare these classes of compounds, especially of feeble chirality, as isomerically pure (=99%) substances. To overcome these problems, a widely applicable, catalytic, and asymmetric method for the synthesis of enantiomerically pure (=99%) various tertiary alkyl-containing 1-alkanols, especially of feeble chirality, via ziconium-catalyzed asymmetric carboalumination of alkenes (ZACA)�Pd- or Cu-catalyzed cross-coupling strategyhas been developed. The utility of this new synthetic method for the total synthesis of natural productsof biological and medicinal importance will also be discussed.

Widely applicable, catalytic, and asymmetric method for the synthesis of enantiomerically pure (=99%) tertiary alkyl-containing 1-alkanols via ZACA�Pd- or Cu-catalyzed cross-coupling

246th National Meeting (2013)

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