Photosensitized conversion of 9,10-deoxytridachione to photodeoxytridachione

Daniel R. Zuidema, Aubry K. Miller, Dirk Trauner, Paul B. Jones

Research output: Contribution to journalArticle

Abstract

(Chemical Equation Presented) The photochemical conversion of 9,10-deoxytridachione to photodeoxytridachione has been photosensitized. The conversion was also quenched by piperylene. Photodeoxytridachione was produced in good yields under conditions in which only the cyclohexadiene group is sensitized. The results show that some, and perhaps all, of the photoreactions of 9,10-deoxytridachione occur through a triplet excited state. The mechanistic and biosynthetic implications of these results are discussed.

Original languageEnglish (US)
Pages (from-to)4959-4962
Number of pages4
JournalOrganic Letters
Volume7
Issue number22
DOIs
StatePublished - Oct 27 2005

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Excited states
excitation
9,10-deoxytridachione
1,4-cyclohexadiene
1,3-pentadiene

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

Cite this

Zuidema, D. R., Miller, A. K., Trauner, D., & Jones, P. B. (2005). Photosensitized conversion of 9,10-deoxytridachione to photodeoxytridachione. Organic Letters, 7(22), 4959-4962. https://doi.org/10.1021/ol051887c

Photosensitized conversion of 9,10-deoxytridachione to photodeoxytridachione. / Zuidema, Daniel R.; Miller, Aubry K.; Trauner, Dirk; Jones, Paul B.

In: Organic Letters, Vol. 7, No. 22, 27.10.2005, p. 4959-4962.

Research output: Contribution to journalArticle

Zuidema, DR, Miller, AK, Trauner, D & Jones, PB 2005, 'Photosensitized conversion of 9,10-deoxytridachione to photodeoxytridachione', Organic Letters, vol. 7, no. 22, pp. 4959-4962. https://doi.org/10.1021/ol051887c
Zuidema, Daniel R. ; Miller, Aubry K. ; Trauner, Dirk ; Jones, Paul B. / Photosensitized conversion of 9,10-deoxytridachione to photodeoxytridachione. In: Organic Letters. 2005 ; Vol. 7, No. 22. pp. 4959-4962.
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