Nitroolefins as a nucleophilic component for highly stereoselective aza Henry reaction under the catalysis of chiral ammonium betaines

Uraguchi D.; Oyaizu K.; Ooi T.

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Nitroolefins as a nucleophilic component for highly stereoselective aza Henry reaction under the catalysis of chiral ammonium betaines

机译：硝基烯烃作为手性铵甜菜碱催化高度立体选择性氮杂亨利反应的亲核组分

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Vinylogous nitronate was successfully generated from β,β- disubstituted nitroolefins for achieving a highly regio-, diastereo-, and enantioselective aza Henry reaction under the influence of chiral ammonium betaine of type 1 as an organic-base catalyst. The present approach greatly expands the synthetic utility of nitroolefins in the development of carbon-carbon bond-forming reactions (see scheme).

机译：成功地从β，β-双取代的硝基烯烃中生成乙烯基亚硝酸盐，以在1型手性铵甜菜碱作为有机碱催化剂的作用下实现高度区域，非对映异构和对映选择性的氮杂亨利反应。本发明的方法极大地扩展了硝基烯烃在碳-碳键形成反应的发展中的合成效用（参见方案）。

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《Chemistry: A European journal》 |2012年第27期|共4页
作者
Uraguchi D.; Oyaizu K.; Ooi T.;
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正文语种 eng
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asymmetric synthesis; azo compounds; betaine; nitroolefin; organocatalysis;

机译：不对称合成偶氮化合物甜菜碱硝基烯烃有机催化;

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1. Nitroolefins as a nucleophilic component for highly stereoselective aza Henry reaction under the catalysis of chiral ammonium betaines [J] . Uraguchi D., Oyaizu K., Ooi T. Chemistry: A European journal . 2012,第27期

机译：硝基烯烃作为手性铵甜菜碱催化高度立体选择性氮杂亨利反应的亲核组分
2. Chiral Ammonium Betaine-Catalyzed Highly Stereoselective Aza-Henry Reaction of alpha-Aryl Nitromethanes with Aromatic N-Boc Imines [J] . Uraguchi Daisuke, Oyaizu Keigo, Noguchi Haruhiro, Chemistry, an Asian journal . 2015,第2期

机译：手性铵甜菜碱催化α-芳基硝基甲烷与芳族N-Boc亚胺的高立体选择性氮杂-Henry反应
3. Ionic Nucleophilic Catalysis of Chiral Ammonium Betaines for Highly Stereoselective Aldol Reaction from Oxindole-Derived Vinylic Carbonates [J] . Daisuke Uraguchi, Kyohei Koshimoto, Takashi Ooi Journal of the American Chemical Society . 2012,第16期

机译：手性铵甜菜碱的离子亲核催化从羟吲哚衍生的碳酸乙烯酯的高度立体选择性羟醛反应。
4. SYNTHESIS OF 2-(2'-PIPERIDNYL)PYRIDINE DERIVATIVES AND THEIR USE AS LIGANDS IN ASYMMETRIC HENRY AND AZA-HENRY REACTIONS [C] . Artur Noole, Tonis Kanger European Symposium on Organic Chemistry . 2009

机译：合成2-（2'-哌啶基）吡啶衍生物及其用作不对称亨利和AZA-HENRY反应中的配体的用途
5. Chiral proton catalysis: Design and development of enantioselective aza-Henry and Diels -Alder reactions [D] . Yoder, Ryan A. 2008

机译：手性质子催化：对映选择性氮杂-亨利和狄尔斯-阿尔德反应的设计和开发
6. Highly efficient synthesis and stereoselective migration reactions of chiral five-membered aza-spiroindolenines: scope and mechanistic understanding [O] . Qing-Feng Wu, Chao Zheng, Chun-Xiang Zhuo, 2016

机译：手性五元氮杂螺螺吲哚的高效合成和立体选择性迁移反应：范围和机理的理解
7. Short Synthesis of Novel Recyclable Chiral Bifunctional Thioureas from Aminoalkyl Polystyrene and their use as Organocatalysts in Stereoselective aza-Henry Reaction [O] . Andrés García José María, Maestro Fernández Alicia, Rodríguez Ferrer Patricia, 2016

机译：氨基烷基聚苯乙烯短合成新型可回收的手性双官能硫脲及其在立体选择性氮杂-亨利反应中的有机催化剂的应用
8. Nucleophilic Reactions in Zwitterionic Micelles of Amine Oxide or Betaine Sulfonate Surfactants [R] . Bunton, C. A., Mhala, M. M., Moffatt, J. R. 1989

机译：两性离子微粒中氧化胺或甜菜碱磺酸盐表面活性剂的亲核反应

Nitroolefins as a nucleophilic component for highly stereoselective aza Henry reaction under the catalysis of chiral ammonium betaines

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