Photosensitized conversion of 9,10-deoxytridachione to photodeoxytridachione

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

doi:10.1021/ol051887c

Photosensitized conversion of 9,10-deoxytridachione to photodeoxytridachione

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

Chemistry

Research output: Contribution to journal › Article › peer-review

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 language	English (US)
Pages (from-to)	4959-4962
Number of pages	4
Journal	Organic Letters
Volume	7
Issue number	22
DOIs	https://doi.org/10.1021/ol051887c
State	Published - Oct 27 2005

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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title = "Photosensitized conversion of 9,10-deoxytridachione to photodeoxytridachione",

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.",

author = "Zuidema, {Daniel R.} and Miller, {Aubry K.} and Dirk Trauner and Jones, {Paul B.}",

year = "2005",

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AU - Trauner, Dirk

AU - Jones, Paul B.

PY - 2005/10/27

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N2 - (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.

AB - (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.

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