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Synthesis 1999; 1999(5): 797-802
DOI: 10.1055/s-1999-3470
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Asymmetric Synthesis of the Enantiopure C28-C41 Segment of the Phorboxazoles A and B

P. Wolbers* , H. M. R. Hoffmann
  • *Institut für Organische Chemie, Universität Hannover, Schneiderberg 1B, 30167 Hannover, Germany; Fax +49(5 11)7 62 30 11; E-mail: hoffmann@mbox.oci.uni-hannover.de
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Publikationsdatum:
31. Dezember 1999 (online)

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The phorboxazoles A and B are a new class of biologically highly active macrolides. The enantiopure C28-C41 segment containing four stereogenic centers, an E-configurated trisubstituted double bond and the 2,4-difunctionalized oxazole moiety has been prepared in 16 steps in 10% overall yield. The synthesis represents advances in strategy and methodology.

oxazoles - marine natural products - oxabicyclic ketones - cytotoxicity - HWE reaction - E,E-selectivity