Pilar Elías-Rodríguez, Manuel Benítez, Javier Iglesias-Sigüenza, Elena Díez*, Rosario Fernández*, José M. Lassaletta* and David Monge*,
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引用次数: 0
摘要
利用氯化金（I）络合物的分子间 H 键活化实现了 3(2H)-呋喃酮的对映选择性合成。DM-BINAP [(R)-(+)-2,2'-Bis[di(3,5-xylyl)phoshino]-1,1'-binaphthyl] 二氯化金(I)络合物与磺酰方酰胺 (SO2Sq) 组合被确定为最佳催化体系。该过程包括 5-内向二氧环化，然后是吲哚的立体控制加成。有趣的是，通过 H 键的软 L*Au-Cl 活化，可以在色谱纯化后同时回收 L*Au-Cl 和活化剂。
Hydrogen-Bonding Activation of Gold(I) Chloride Complexes: Enantioselective Synthesis of 3(2H)-Furanones by a Cycloisomerization-Addition Cascade
Enantioselective synthesis of 3(2H)-furanones has been achieved using the intermolecular H-bonding activation of gold(I) chloride complexes. A DM-BINAP [(R)-(+)-2,2′-Bis[di(3,5-xylyl)phoshino]-1,1′-binaphthyl] digold(I) dichloride complex in combination with a sulfonyl squaramide (SO2Sq) has been identified as the optimal catalytic system. The process involves a 5-endo-dig oxa-cyclization followed by stereocontrolled addition of indoles. Interestingly, the soft L*Au–Cl activation by H-bonding allowed the recovery of both L*Au–Cl and the activator after chromatographic purification.
期刊介绍：
Organic Letters invites original reports of fundamental research in all branches of the theory and practice of organic, physical organic, organometallic,medicinal, and bioorganic chemistry. Organic Letters provides rapid disclosure of the key elements of significant studies that are of interest to a large portion of the organic community. In selecting manuscripts for publication, the Editors place emphasis on the originality, quality and wide interest of the work. Authors should provide enough background information to place the new disclosure in context and to justify the rapid publication format. Back-to-back Letters will be considered. Full details should be reserved for an Article, which should appear in due course.
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