Abstract
| - A program directed toward a total synthesis of 1-deoxypaclitaxel is described. The most direct routeconsists of six steps from the previously described diketone 12 and proceeds in 18% overall yield.The transformations involved in reaching the target molecule 22 consist of stereoselective α-ketolgeneration, an EtAlCl2-catalyzed transannular hydride shift, regioselective monomesylation, anda Wagner−Meerwein 1,2-shift. The central issue of this synthesis is the sequential deployment ofthese highly controlled steps along the perimeter and across the interior gap of a nine-memberedring.
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