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Three-component chemo-selective oxy-allylation of α-diazo carbonyl compounds: Access to α-ternary carboxylic esters
Journal of Catalysis ( IF 7.3 ) Pub Date : 2022-11-26 , DOI: 10.1016/j.jcat.2022.11.025
Zi-Sheng Chen , Xiao-Yan Huang , Qing Liu , De-Xin Song , Fang Yang , Kegong Ji

A synergistic Rh(II)/Pd(0) dual-catalyzed strategy that enabled three-component oxy-allylation of α-diazo esters, alcohols, and allylic benzoates was described. Trapping of active protic oxonium ylides with catalytic π-allyl Pd(II) intermediates was proposed for this reaction. More strikingly, water was also a suitable partner in this reaction involving a different allylic migratory insertion of palladium-carbenes. These transformations provided straightforward access to various α-ternary allylated carboxylic esters using simple and readily available starting materials under redox-neutral conditions, in which two new Csingle bondO and Csingle bondC bonds were generated successively at the carbene center.



中文翻译:

α-重氮羰基化合物的三组分化学选择性氧化烯丙基化:获得α-三元羧酸酯

描述了一种协同 Rh(II)/Pd(0) 双催化策略,该策略能够实现α-重氮酯、醇和烯丙基苯甲酸酯的三组分氧烯丙基化。为该反应提出了用催化 π-烯丙基 Pd(II) 中间体捕获活性质子氧鎓叶立德。更引人注目的是,水也是该反应的合适伙伴,该反应涉及钯-卡宾的不同烯丙基迁移插入。这些转化提供了在氧化还原中性条件下使用简单且容易获得的起始材料直接获得各种α -三元烯丙基化羧酸酯的途径,其中在卡宾中心连续产生两个新的 C 单键O 和 C C 键。单键

更新日期:2022-11-26
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