A stereoselective total synthesis of the HCl salts of mycestericins F,G and ent-F |
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Authors: | Miroslava Martinková Jozef Gonda Alena Uhríková Jana Špaková Raschmanová Mária Vilková Beáta Oroszová |
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Affiliation: | 1. Institute of Chemical Sciences, Department of Organic Chemistry, P.J. ?afárik University, Moyzesova 11, Sk-040 01 Ko?ice, Slovak Republic;2. Institute of Chemical Technology, Department of Chemistry of Natural Compounds, Technická 5, 166 28 Prague 6, Czech Republic |
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Abstract: | The total synthesis of the HCl salts of two natural sphingolipid-related amino acid derivatives, mycestericins F 4 and G 5 together with unnatural ent-4·HCl, starting from the four crucial scaffolds 6, 8, 9, 11 and utilizing the Wittig reaction to build the C20 backbone, has been achieved. The selection of selective functional group interconversions accompanied with suitable protection–deprotection protocols in the coupling products 20 and 34 gave the desired structures. |
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