Total synthesis of taxane terpenes: cyclase phase

A full account of synthetic efforts toward a lowly oxidized taxane framework is presented. A non-natural taxane, dubbed ‘taxadienone’, was synthesized as our first entry into the taxane family of diterpenes. The final synthetic sequence illustrates a seven-step, gram-scale, and enantioselective route to this tricyclic compound in 18% overall yield. This product was then modified further to give (+)-taxadiene, the lowest oxidized member of the taxane family of natural products.

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