Bridged ring systems. Part XVIII. A total synthesis of (±)-guaiol
Abstract
Racemic guaiol [guai-1(5)-en-11-ol] has been synthesised from laevulinic acid and 2-methylcyclopentanone via 1-methyltricyclo[6.2.1.02,6]undec-2(6)-ene-5,11-dione. Bridge fission of this intermediate yielded an octahydroazulene keto-ester which has been elaborated to guaiol.