Abstract We report an efficient synthesis of cyclopenta [b] phenanthrenes functionalized at C- 3 and C-8 from an optically pure Hajos–Parrish ketone. The key step is a neutral alumina- catalyzed Michael addition of a Hajos–Parrish ketone derivative (4) to 1, 7-octadien-3-one (2) in 98% yield. This Michael addition product went through Krapcho decarbomethoxylation, aldol condensation, lithium liquid ammonia reduction, Wacker ...
