Literature DB >> 21414776

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

Michelle R Garnsey1, James A Matous, Jesse J Kwiek, Don M Coltart.   

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.
Copyright © 2011 Elsevier Ltd. All rights reserved.

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Year:  2011        PMID： 21414776      PMCID： PMC3070777          DOI： 10.1016/j.bmcl.2011.02.074

Source DB:  PubMed          Journal:  Bioorg Med Chem Lett        ISSN： 0960-894X            Impact factor:   2.823


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