Bulletin of the Chemical Society of Japan p. 1907 - 1911 (1982)
Update date:2022-09-26
Topics:
Takazawa, Osamu
Tamura, Hiroshi
Kogami, Kunio
Hayashi, Kazuo
The Lewis acid-catalyzed reaction of 1-trimethylsiloxy-1,3-cyclohexadienes with aldehydes and trialkyl orthoformates afforded the corresponding 4-substituted 2-cyclohexenones.A new reaction of 2,4,6-trienones with m-chloroperbenzoic acid followed by the reduction with zinc in acetic acid gave 7-hydroxy-3,5-dienones.Utilizing these efficient reactions, megastigma-4,6,8-trien-3-ones, 3-hydroxy-β-ionol, 3-hydroxy-β-ionone, 5,6-epoxy-3-hydroxy-β-ionol, and 3-oxo-α-ionol were successfully synthesized.
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