Synthetic studies on terpenoids. Part 20. Stereospecific synthesis of pseudoclovene-B
Abstract
A stereospecific synthesis of pseudoclovene-B (1), a rearranged sesquiterpene artifact, is reported. 1-Methyltricyclo[6.3.1.03,8]dodeca-3,6-dien-5-one (6), an advanced intermediate in this synthesis and a skeletal representative of many other natural products, has been prepared by two different routes utilising Winstein's Ar1–6 solvolytic cyclisation as the key step.