Search for highly efficient, stereoselective, and practical synthesis of complex organic compounds of medicinal importance as exemplified by the synthesis of the C21-C37 fragment of amphotericinB.
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abstract
Highly stereoselective: A highly efficient, stereoselective and practical synthesis of the C21-C37 fragment of amphotericinB was realized in 25% overall yield in eight longest linear steps from commercially available ethyl (S)-3-hydroxybutyrate by using Frter-Seebach alkylation, Brown crotylboration, Negishi coupling, Heck reaction, and Horner-Wadsworth-Emmons (HWE) olefination as key steps (see diagram).
