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Photochemical dimerization of 2,4-cyclooctadienone

✍ Scribed by G.L. Lange; E. Neidert

Publisher: Elsevier Science
Year: 1971
Tongue: French
Weight: 203 KB
Volume: 12
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(01)97503-3

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✦ Synopsis

Cantrell recently reported' that U.V. irradiation 2,4-cyclooctadienone (1) in methanol or ether gave in low yield (6-10%) a dimer, m.p. 173-174'. The proposed head-to-head cin-atiti structure (as in 4) was based on spectral data, recovery of starting dimer after treatment with methanolic sodium methoxide and relatively slow cleavage by lead tetraacetate of the diester diol obtained by hydrogenation, Baeyer-Villiger oxidation, hydrolysis and esterification of the dimer.

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