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Synlett 1994; 1994(7): 542-544
DOI: 10.1055/s-1994-22922
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Photochemical Reactions of α-Methoxy-β, γ-enones: Isolation of 1,2-acyl shift Intermediate and Synthesis of Versatile Precursors to Oxygenated Capnellanes

Vishwakarma Singh* , Prathap S.
  • *Department of Chemistry, Indian Institute of Technology, Powai, Bombay 400 076, INDIA.
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Publication Date:
18 September 2002 (online)

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Photoreaction of strategically designed annulated bicyclo[2.2.2]octenone 8 and 9 having α-methoxy-β,γ-unsaturated carbonyl chromophore is described. The 1,2-acyl shift intermediate 11 has been isolated during irradiation of 9 and its intermediacy has been proved in the photoreaction. Synthesis of a potential precursor to oxygenated capnellanes via selective photoreaction of 8 is reported.