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Forming spirocyclohexadienone-oxocarbenium cation species in the biomimetic synthesis of amomols.

par Traoré, Mariam;Maynadier, Marjorie;Souard, Florence ;Choisnard, Luc;Vial, Henri;Wong, Yung-Sing
Référence Journal of organic chemistry, 76, 5, page (1409-1417)
Publication Publié, 2011-03

Article révisé par les pairs

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Résumé :

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.