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Enantioselective synthesis of phomallenic acid C, an inhibitor of FAS II pathway
Authors:Ken Ishigami  Tomoko Kato  Hidenori Watanabe
Affiliation:a Department of Applied Biological Chemistry, Graduate School of Agricultural and Life Sciences, The University of Tokyo, 1-1-1 Yayoi, Bunkyo-ku, Tokyo 113-8657, Japan
b Graduate School of Life Science, Tohoku University, Tsutsumidori-Amamiya 1-1, Aoba-ku, Sendai 981-8555, Japan
Abstract:Enantioselective synthesis of phomallenic acid C, an inhibitor of bacterial FAS II pathway, was successful. Allenyldiyne structure was constructed by a direct anti-SN2′ coupling of propargyl mesylate with diynylindium in the presence of palladium catalyst. Enantiomeric purity was determined by Ohrui-Akasaka method to be 83%ee.
Keywords:Phomallenic acid C   Inhibitor of FAS II pathway   anti-SN2&prime   coupling   Ohrui-Akasaka method
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