
Tetrahedron Letters p. 803 - 806 (1983)
Update date:2022-08-17
Topics:
Utaka, Masanori
Nakatani, Manabu
Takeda, Akira
The enols of 1,2-cyclohexanediones have been found to undergo a photosensitized oxygenation in methanol to afford 5-oxoalkanoic acids and methyl 5-carboxy-2-hydroxypentanoates with liberation of carbon monoxide with a remarkable temperature dependency of the product distribution, which is best accounted for in terms of trapping of a five-membered endoperoxide intermediate by methanol.
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