Asymmetric total synthesis of (+)- and (-)-clusianone and (+)- and (-)-clusianone methyl enol ether via ACC alkylation and evaluation of their anti-HIV activity PMID: 21414776

ADC Targets in Oncology

2026-04-10

Asymmetric total synthesis of (+)- and (-)-clusianone and (+)- and (-)-clusianone methyl enol ether via ACC alkylation and evaluation of their anti-HIV activity

Bioorg Med Chem Lett. 2011 Apr 15;21(8):2406-9. doi: 10.1016/j.bmcl.2011.02.074.

Michelle R Garnsey ¹ , James A Matous , Jesse J Kwiek , Don M Coltart

Affiliations

Abstract

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.