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Reaction of singlet oxygen with azines: Implications for dioxirane intermediate

✍ Scribed by Wataru Ando; Rikiya Sato; Hideki Sonobe; Takeshi Akasaka

Publisher
Elsevier Science
Year
1984
Tongue
French
Weight
207 KB
Volume
25
Category
Article
ISSN
0040-4039

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✦ Synopsis

Photooxygenation of tricyclo[3.3.l.l]decanone azine ( adamantanone azine ) afforded, in addition to adamantanone, 4-oxahomoadamantan-5-one derived from a dioxirane intermediate via a non-radical pathway.

The reaction of singlet oxygen with conjugated dienes has been extensively studied, 1) but relatively few studies have been devoted in which azines are oxidized. 2,3)

The oxidation of azines may have some significances in connection with bioluminescence system. 4) Two types of photooxygenation are revealed.

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