Synthetic Photochemistry. XV. A Total Synthesis of Some Oxygenated Protoilludanes by an Application of Photo-Induced Cycloadditions

Abstract

An effective preparation of protoilludanes was developed by use of two-fold photocycloadditions and methylation. Stereochemistry of the photocycloaddition processes was clarified on the basis of chemical transformations as well as the NMR evidence. Taking an advantage of this facile formation of the natural protoilludane ring derivation, some of the biogenetically significant oxygenated derivatives have been totally synthesized.