Forming Spirocyclohexadienone-Oxocarbenium Cation Species in the Biomimetic Synthesis of Amomols
journal contributionposted on 04.03.2011 by Mariam Traoré, Marjorie Maynadier, Florence Souard, Luc Choisnard, Henri Vial, Yung-Sing Wong
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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.