Studies on the Syntheses of Heterocyclic Compounds and Natural Products. CMXCII. Synthesis of an A-Homograyanotoxane and a Phyllocladane Ring System from a Common Precursor

Abstract

Thermolysis of 5-[(n-butylthio) methylene]-2-[2-(1-cyano-5-methoxybenzocyclobutenyl)-ethyl]-3-methylcyclopentanone (16) gave the tetracyclic compound (18) in excellent yield, and 18 was transformed into both the A-homograyanotoxane (3) and the phyllocladane (4) ring systems.