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

作者：Garnsey Michelle R; Matous James A; Kwiek Jesse J; Coltart Don M^*

来源：Bioorganic & Medicinal Chemistry Letters, 2011, 21(8): 2406-2409.

DOI：10.1016/j.bmcl.2011.02.074

• ACC alkylation
• Asymmetric synthesis
• Polycyclic polyprenylated
• acylphloroglucinols
• Viral infection
• 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.

• 出版日期2011-4-15