| Abstract
| - The feasibility of α-ketol equilibration in a fully oxygenatedB-ring setting for the rapid,enantioselective construction of an A/B bicyclic model related to Taxolhas been examined. Thekey elements associated with this successful venture include selectionof a proper array of protectinggroups for the four hydroxyl groups present, suitable catalysis of the1,2-pinacol-like shift, and anintrinsic dependence on the thermodynamic stabilities of the twoα-ketol isomers. The keyconversion of 13 to 14 is seen to beunidirectional and consequently to offer useful potentialserviceability as more advanced thrusts toward Taxol aremounted.
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