The effect of chromophore transposition on the stereochemical outcome of the intramolecular dioxenone photocycloaddition reaction

Jeffrey D. Winkler, Cheryl L. Muller, John P. Hey, Ronald J. Ogilvie, Nizar Haddad, Philip J. Squattrito, Paul G. Williard

Research output: Contribution to journalArticlepeer-review

9 Scopus citations

Abstract

Transposition of the chromophore leads to complete reversal of previously observed stereoselectivities in the intramolecular dioxenone photocycloaddition. A proposal to explain this change in stereoselectivity in presented, and the facile transannular reaction of the photoaddition/fragmentation product derived from the transposed photosubstrate 5 is described.

Original languageEnglish
Pages (from-to)5211-5214
Number of pages4
JournalTetrahedron Letters
Volume30
Issue number39
DOIs
StatePublished - 1989

Fingerprint

Dive into the research topics of 'The effect of chromophore transposition on the stereochemical outcome of the intramolecular dioxenone photocycloaddition reaction'. Together they form a unique fingerprint.

Cite this