Synthesis of the c14-c25 subunit of bafilomycin A1 |
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Authors: | Eustache Florence Dalko Peter I Cossy Janine |
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Institution: | Laboratoire de Chimie Organique associé au CNRS, ESPCI, 10 rue Vauquelin, 75231 Paris 05, France. |
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Abstract: | The enantioselective synthesis of the C14-C25 subunit of bafilomycin A1 was realized in a convergent route. The sequence involves two dynamic kinetic resolution steps of 2-alkyl 1,3-diketones that use optically active ruthenium complexes, an anti-selective reduction of a beta-hydroxyketone to control the C23 stereogenic center, and an aldol-type reaction under Evans' conditions, which sets the C17 and C18 stereogenic centers. |
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