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Determination of the absolute configuration of nodulisporacid A by the concise synthesis of four stereoisomers via three-component reaction and one-pot construction of the framework
Authors:Tatsunobu Sumiya  Ken Ishigami
Institution:a Department of Applied Biological Chemistry, Graduate School of Agricultural and Life Sciences, The University of Tokyo, 1-1-1 Yayoi, Bukyo-ku, Tokyo 113-8657, Japan
b Discovery Research Laboratories, Kyorin Pharmaceutical Co., Ltd, 2399-1 Nogi, Nogi-Machi, Shimotsuga-gun, Tochigi 329-0114, Japan
Abstract:Four stereoisomers of nodulisporacid A (1) were synthesized by the concise approach which includes three-component reaction and subsequent one-pot construction of the whole framework. The 1H NMR comparison of the derivatives (10-12) revealed the absolute configuration of natural 1 to be 4R,4′R,6′R.
Keywords:Nodulisporacid A  Antiplasmodial activity  Three-component reaction  Determination of the absolute configuration
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