An arene-alkene photocycloaddition-radical cyclization cascade: The first synthesis of cis,cis,cis,trans-[5.5.5.5]-fenestranes

Paul A. Wender, Timothy Dore, Mitch A. DeLong

Research output: Contribution to journalArticle

Abstract

The first cis,cis,cis,trans-[5.5.5.5]-fenestranes have been synthesized in three steps using a novel arene-alkene photocycloaddition-radical cyclization cascade, which creates overall 5 new rings and 8 stereogenic centers. A lead tetraacetate mediated ring expansion of a 5,5-fused ring system, discovered in the course of exploring the chemistry of these new materials, is also described.

Original languageEnglish (US)
Pages (from-to)7687-7690
Number of pages4
JournalTetrahedron Letters
Volume37
Issue number43
DOIs
StatePublished - Oct 21 1996

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Cyclization
Alkenes
lead tetraacetate

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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An arene-alkene photocycloaddition-radical cyclization cascade : The first synthesis of cis,cis,cis,trans-[5.5.5.5]-fenestranes. / Wender, Paul A.; Dore, Timothy; DeLong, Mitch A.

In: Tetrahedron Letters, Vol. 37, No. 43, 21.10.1996, p. 7687-7690.

Research output: Contribution to journalArticle

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