Synthetic Studies on Quassinoids: Total Synthesis of (+/-)-Shinjulactone C

Article abstract of DOI:10.1021/jo00310a009

The total synthesis of the novel quassinoid Shinjulactone C (1) is detailed which proceeds via pentacyclic lactone 3 and features new protocols for elaboration of the ring A 1β-hydroxy-2-oxo-Δ^3,4 olefin unit and the C(8),C(11) bridged hemiketal array which are present in 3 and common to numerous quassinoids.