An unusual intramolecular Diels-Alder approach toward maoecrystal v

Patrick Carberry, Dennis R. Viernes, Lydia B. Choi, Mark W. Fegley, John D. Chisholm

Research output: Contribution to journalArticle

22 Scopus citations

Abstract

Intramolecular Diels-Alder reactions are commonly employed for the synthesis of polycyclic natural products, but the use of aldehydes as dienophiles is an underexplored facet of the intramolecular cycloaddition. The intramolecular nature of this reaction allowed the use of aldehydes as dienophiles without the use of highly activated dienes, as is often necessary for intermolecular Diels-Alder reactions with aldehydes. A synthetic route to maoecrystal V is explored utilizing this new chemistry.

Original languageEnglish (US)
Pages (from-to)1734-1737
Number of pages4
JournalTetrahedron Letters
Volume54
Issue number13
DOIs
StatePublished - Mar 27 2013

Keywords

  • Aldehyde
  • Diene
  • Dienophile
  • Intramolecular Diels-Alder
  • Maoecrystal V

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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