Total Synthesis of γ-Indomycinone and Kidamycinone by Means of Two Regioselective Diels–Alder Reactions
Thibaud Mabit, Aymeric Siard, Mathilde Pantin, Doumadé Zon, Laura Foulgoc, Drissa Sissouma, André Guingant, Monique Mathé-Allainmat, Jacques Lebreton, François Carreaux, Gilles Dujardin, Sylvain Collet
Index: 10.1021/acs.joc.7b00544
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Abstract
An efficient access for the synthesis of pluramycinones is described. Total syntheses of racemic γ-indomycinone and kidamycinone were achieved by means of two Diels–Alder reactions. A first Diels–Alder condensation followed by a Stille cross-coupling is used for the elaboration of the desired substituted dienes which will be involved in the second pericyclic reaction with juglone to construct the tetracyclic core of pluramycinones.