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

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

Affiliation

  • 1 Department of Chemistry, Duke University, Durham, NC 27705, USA.
PMID: 21414776 DOI: 10.1016/j.bmcl.2011.02.074
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.

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