Asymmetric Total Synthesis Of (+)- And (-)-Clusianone And (+)- And (-)-Clusianone Methyl Enol Ether Via Acc Alkylation And Evaluation Of Their Anti-Hiv Activity

The total asymmetric synthesis of (+)- and (−)-clusianone and (+)- and (−)-clusianone methyl enol ether is reported. Asymmetric induction is achieved through the use of ACC alkylation, providing the key intermediates with an er of 99:1. The four synthetic compounds were evaluated for their anti-HIV activity. Both (+)- and (−)-clusianone displayed significant anti-HIV activity.