Canadian Journal of Chemistry p. 1215 - 1224 (1997)
Update date:2022-08-03
Topics:
Tjepkema, Michael W.
Wilson, Peter D.
Audrain, Helene
Fallis, Alex G.
The synthesis of a series of oxygenated cyclohexene ring A synthons 20, 22-27, 34, 36, and 37 that possess suitable functionality for further elaboration for taxoid synthesis are described. These compounds have been prepared from β-ionone by a series of oxidative and addition reactions or alternatively by Lewis acid catalyzed Diels-Alder cycloadditions with the oxygen-containing trimethyl substituted dienes 31 and 33. The syntheses of a series of oxygenated cyclohexene ring A synthons 20, 22-27, 34, 36, and 37 that possess suitable functionality for further elaboration for taxoid synthesis are described. These compounds have been prepared from β-ionone by a series of oxidative and addition reactions or alternatively by Lewis acid catalyzed Diels-Alder cycloadditions with the oxygen-containing trimethyl substituted dienes 31 and 33.
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