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Forming Spirocyclohexadienone-Oxocarbenium Cation Species in the Biomimetic Synthesis of Amomols

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journal contribution
posted on 04.03.2011, 00:00 by Mariam Traoré, Marjorie Maynadier, Florence Souard, Luc Choisnard, Henri Vial, Yung-Sing Wong
The oxidation of appropriate 2-(4-hydroxyphenyl)ethyl ketones gives direct access to amomols by means of the formation of a transient spirocyclohexadienone-oxocarbenium ion that is intermolecularly intercepted by an alcohol. Furthermore, homochiral amomols and other new analogues were synthesized for the first time and were biologically evaluated on Plasmodium falciparum.