Stereocontrolled Access to Isoprostanes via a Bicyclo[3.3.0]octene Framework.

[摘要]：We report a simple and highly stereocontrolled strategy toward the total synthesis of isoprostanes I and II based on a bicyclic a,b-epoxy ketone intermediate III. Bicyclo[3.3.0]octene scaffold permitted stereodirection of reagents allowing stereoselective epoxidn., diastereoselective ketone redn., and regioselective epoxide opening otherwise not accessible with a simple cyclopentene framework.

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