Total synthesis of phorboxazole B

Brian S. Lucas, Vijayagopal Gopalsamuthiram, Steven D. Burke

Research output: Contribution to journalArticlepeer-review

54 Scopus citations

Abstract

(Chemical Equation Presented) Challenge met: In the synthesis of phorboxazole B, a highly efficient hetero-Diels-Alder reaction was used to construct the key C33-C39 linchpin, allowing for the completion of the C18-C46 fragment (see picture). Coupling with a suitable C3-C17 partner was followed by late-stage formation of the oxazole unit, macrocyclization, and deprotection to afford synthetic phorboxazole B.

Original languageEnglish (US)
Pages (from-to)769-772
Number of pages4
JournalAngewandte Chemie - International Edition
Volume46
Issue number5
DOIs
StatePublished - Jan 30 2007

Keywords

  • Cycloaddition
  • Cyclodehydration
  • Natural products
  • Symmetry
  • Total synthesis

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