Synthesis of (.+-.)-11-nor-9-carboxy-.DELTA.9-tetrahydrocannabinol. New synthetic approaches to cannabinoids

A completely regioselective synthesis of (±)-11-nor-9-carboxy-Δ 9 -tetrahydrocannabionol, a principal human metabolite of Δ 9 -tetrahydrocannabinol, has been carried out in seven steps and 14% overall yield from apoverbenone and the bis-MOM ether of olivetol