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首页> 外文期刊>European journal of organic chemistry >Templated carbene metathesis reactions from the modular assembly of enol-diazo compounds and propargyl acetates
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Templated carbene metathesis reactions from the modular assembly of enol-diazo compounds and propargyl acetates

机译:烯醇-重氮化合物和乙酸炔丙酯的模块组装中的模板化卡宾易位反应

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摘要

A Lewis acid mediated coupling reaction of enol-diazo nucleophiles and propargyl acetates has provided rapid and diverse access to complex alkynyl-tethered diazocarbonyl compounds. The ability of the coupling reaction to vary critical functionality flanking the diazo group was explored as a way to direct the outcome of a series of metal-catalyzed carbene metathesis cascade reactions. These cascade reactions provided diverse, biologically interesting carbocyclic and heterocyclic compounds in only a few steps from readily available materials. A general coupling strategy for the formation of alkynyl-substituted diazocarbonyl templates for catalytic cascade reactions is described. With the synthetic flexibility imparted to the coupling process and the facile cyclization of the first-formed metal carbene to secondary vinyl carbene templates, selective ylide, C-H insertion, and atom-transfer processes provide directed functionalization in cyclic compounds.
机译:路易斯酸介导的烯醇-重氮亲核试剂与乙酸炔丙基酯的偶联反应提供了快速而多样的途径来连接复杂的炔基连接的重氮羰基化合物。探索偶联反应改变重氮基侧翼关键功能的能力,作为指导一系列金属催化的卡宾复分解级联反应结果的方法。这些级联反应仅需几步即可从容易获得的材料中提供多种生物学上有意义的碳环和杂环化合物。描述了用于催化级联反应形成炔基取代的重氮羰基模板的一般偶联策略。通过将合成柔性赋予偶联过程以及将首批形成的金属卡宾轻松环化为仲乙烯基卡宾模板,选择性的内酯,C-H插入和原子转移过程可在环状化合物中提供定向功能化。

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