Stereochemistry of the [2+4] cycloaddition of cyclopentyne

John C. Gilbert, Duen Ren Hou

Research output: Contribution to journalArticlepeer-review

9 Scopus citations

Abstract

The [2+4] cycloaddition of cyclopentyne with a pair of diastereomeric 1,3-dienes is found to occur with high stereoselectivity. The results support the applicability of the principles of orbital symmetry even in the case of this exceedingly reactive dienophile.

Original languageEnglish
Pages (from-to)469-474
Number of pages6
JournalTetrahedron
Volume60
Issue number2
DOIs
StatePublished - 5 Jan 2004

Keywords

  • Cyclopentyne
  • Diels-Alder Reaction
  • Orbital symmetry
  • Stereochemistry

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