Ring-rearrangement metathesis of nitroso Diels-Alder cycloadducts

Vincent G.; Kouklovsky C.

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Ring-rearrangement metathesis of nitroso Diels-Alder cycloadducts

机译：亚硝基Diels-Alder环加合物的环重整易位

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Strained nitroso Diels-Alder bicyclo[2.2.1] or [2.2.2] adducts functionalized with alkene side chains of diverse length undergo a ring-rearrangement metathesis process with external alkenes and Grubbs II or Hoveyda-Grubbs II ruthenium catalysts, under microwave irradiation or classical heating, to deliver cis-fused bicycles of various ring sizes, which contain a N-O bond. These scaffolds are of synthetic relevance for the generation of molecular diversity and to the total synthesis of alkaloids. The observation of unexpected reactions, such as epimerization or one-carbon homologation of the alkene side chain, is also reported.

机译：在微波辐射下，用不同长度的烯烃侧链官能化的亚硝基Diels-Alder双环[2.2.1]或[2.2.2]加合物与外部烯烃和Grubbs II或Hoveyda-Grubbs II钌催化剂在微波辐射下进行环重整复分解过程或传统的加热方式，以交付各种具有NO键的环尺寸的顺式自行车。这些支架与分子多样性的产生和生物碱的总合成具有合成相关性。还报道了观察到意想不到的反应，例如烯烃侧链的差向异构或一碳同系物。

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《Chemistry: A European journal》 |2011年第10期|共9页
作者
Vincent G.; Kouklovsky C.;
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正文语种 eng
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关键词
cycloaddition; Diels-Alder; metathesis; nitroso compounds; rearrangement;

机译：环加成;Diels-Alder;复分解;亚硝基化合物;重排;

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1. Stereodivergent synthesis of piperidine alkaloids by ring-rearrangement metathesis/reductive lactam alkylation of nitroso diels-alder cycloadducts [J] . Vincent G., Karila D., Khalil G., Chemistry: A European journal . 2013,第28期

机译：亚硝基diels-alder环加合物的环重排/还原内酰胺烷基化立体合成哌啶生物碱
2. Ring-Rearrangement Metathesis of Nitroso Diels–Alder Cycloadducts [J] . Dr. Guillaume Vincent, Prof. Cyrille Kouklovsky Chemistry - A European Journal . 2011,第10期

机译：亚硝基Diels–Alder Cycloadducts的环重排易位。
3. Synthetic approaches to racemic porantheridine and 8-epihalosaline via a nitroso diels-alder cycloaddition/ring-rearrangement metathesis sequence [J] . Sancibrao P., Karila D., Kouklovsky C., The Journal of Organic Chemistry . 2010,第12期

机译：通过亚硝基-diels-alder环加成/环重排复分解序列合成外消旋聚吡啶和8-表卤代盐的方法
4. Complexation-Initiated Intramolecular Diels-Alder Reaction for the Construction of Bridged-Type Cycloadduct [C] . Kennichi Inaba, Satoko Nakayama, Masao Aoki, Symposium on Organometallic Chemistry . 2003

机译：络合引发的分子内Diels-Alder反应用于桥接式环绕体的构造
5. Part I: Ring-Rearrangement Metathesis of Himbert Arene-Allene Cycloadducts for the Rapid, Modular Construction of Complex Molecular Scaffolds. Part II: Application of Zincke Aldehydes Toward the Synthesis of Gelsemine. [D] . Lam, Jonathan K. 2014

机译：第一部分：Himbert Arene-Allene缩合物的环重排易位，用于复杂分子支架的快速，模块化构建。第二部分：锌醛在胶体明胶合成中的应用。
6. Nitroso Diels-Alder Cycloadducts Derived From N-Acyl-12-dihydropyridines as a New Platform to Molecular Diversity [O] . Andrea Menichetti, Francesco Berti, Mauro Pineschi 2020

机译：N-酰基-12-二氢吡啶衍生的亚硝基Diels-Alder Cycloadducts作为分子多样性的新平台。
7. Computation and Experiment Reveal That the Ring-Rearrangement Metathesis of Himbert Cycloadducts Can Be Subject to Kinetic or Thermodynamic Control [O] . Jonathan K. Lam, Hung V. Pham, K. N. Houk, 2013

机译：计算和实验表明，HIMBERT环绕图的戒指重新排列复分解可能受动力学或热力控制
8. Diels-Alder Cycloadduct of Methylcyclopentadiene with 2,6-Dimethyl-p-Benzoquinone and the Intramolecular Photocyclization Product of this Cycloadduct. [R] . Watson, W. H., Nagl, A., Kashyap, R. P., 1989

机译：甲基环戊二烯的Diels-alder Cycloadduct与2,6-二甲基对苯醌和该Cycloadduct的分子内光环化产物。

Ring-rearrangement metathesis of nitroso Diels-Alder cycloadducts

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