Dehydromicrosclerodermin B and Microsclerodermin J: Total Synthesis and Structural Revision |
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Authors: | Ekaterina Y Melikhova Robert D C Pullin Christian Winter Timothy J Donohoe |
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Abstract: | The total synthesis of dehydromicrosclerodermin B and microsclerodermin J is described. Efficient approaches to the unusual amino acids in the target molecules were developed on the basis of a Negishi coupling (for Trp‐2‐CO2H) and Blaise reaction (for Pyrr). An incorrect assignment of the pyrrolidinone stereochemistry of both compounds was confirmed by synthesizing epimers of the proposed structures. The spectroscopic data of these epimers were in complete agreement with those for the naturally derived material. |
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Keywords: | Cyclische Peptide Kreuzkupplungen Pyrrolidinone Strukturaufklä rung Totalsynthesen |
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