Synthesis of the eastern portion of ajudazol a based on Stille coupling and double acetylene carbocupration |
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Authors: | Krebs Oliver Taylor Richard J K |
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Affiliation: | Department of Chemistry, University of York, Heslington, York, YO10 5DD, UK. |
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Abstract: | [structure: see text] A strategy for the synthesis of ajudazol A, an unusual, pharmacologically active metabolite from myxobacteria, based on the Stille cross-coupling of a 2-stannyl-oxazole with a vinyl iodide unit is described; the vinyl halide unit containing a (Z,Z)-diene was prepared in one pot by the double acetylene carbocupration of a functionalized alkyl cuprate followed by trapping with 2,3-dibromopropene. |
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