Chimie Et Interdisciplinarité: Synthèse, Analyse, Modélisation (CEISAM), UMR CNRS n° 6230, Université de Nantes, CNRS , 2, chemin de la Houssinière - BP, 92208-44322 NANTES Cedex 3, France.
UMR 6226 CNRS-Université de Rennes 1, Institut des Sciences Chimiques de Rennes , 263, avenue du Général Leclerc, Campus de Beaulieu, Bâtiment 10A, 35042 Cedex Rennes, France.
J Org Chem. 2017 Jun 2;82(11):5710-5719. doi: 10.1021/acs.joc.7b00544. Epub 2017 May 23.
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.
描述了一种合成普雷霉素酮的有效方法。通过两次 Diels-Alder 反应实现了外消旋 γ-吲哚霉素酮和金霉素酮的全合成。首先进行 Diels-Alder 缩合,然后进行 Stille 交叉偶联,以详细说明所需的取代二烯,这些二烯将参与与胡桃酮的第二次周环反应,构建普雷霉素酮的四环核心。