Synthetic Approaches to Phorbols via the Intramolevular Nitrile Oxide Cycloaddition: Stereocontrol of the B-C Ring Junction

Abstract

The intramolecular cycloaddition of a nitrile oxide, synthesized from (+)-3-carene, provided a tetracyclic isoxazoline (10) stereospecifically. The isoxazoline (10) was converted to the carbotetracycle utilizing the intramolecular McMurry coupling as a key step