Molecular complexity from aromatics: synthesis and photoreaction of endo-tricyclo[5.2.2.0(2,6)]undecane--a stereoselective route to tricyclic framework of protoilludanes.

A stereoselective route towards protoilludanoids from simple aromatic precursor is described. The methodology involves in situ generation of spiroepoxycyclohexadienone and cycloaddition with cyclopentadiene and photochemical 1,3-acyl shift.

Efficient stereoselective synthesis of novel steroid-polyquinane hybrids.

A synthesis of steroid-polyquinane hybrids, a new class of molecular entities, is described. [reaction: see text]