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Dehydrogenative Coupling to Enable the Enantioselective Total Synthesis of (−)-Simaomicin α

Authors


  • Financial support from the American Cancer Society, the Welch Foundation (I-1612) and the NIH (R01 GM102403). We thank Maria Goralski and Dr. Deepak Nijhawan for performing cytotoxicity assays and Dr. Michael Nottingham for performing antibiotic assays.

Abstract

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The anticancer natural product simaomicin α has been synthesized. Asymmetric synthesis allowed the assignment of absolute stereochemistry. The enantiomer of the naturally occurring substance shows potent cytotoxicity towards Gram-positive bacteria and human cancer cells. Bn=benzyl, BOM=benzyloxymethyl.

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