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

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

Research output: Contribution to journalArticlepeer-review

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

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

Fingerprint Dive into the research topics of 'An arene-alkene photocycloaddition-radical cyclization cascade: The first synthesis of cis,cis,cis,trans-[5.5.5.5]-fenestranes'. Together they form a unique fingerprint.

Cite this