Nickel(II)-Catalyzed Asymmetric Michael Addition of Oxindoles with Modified N,N,O-Tridentate Chiral Phenanthroline Ligands

Naganawa Yuki; Abe Hiroki; Nishiyama Hisao

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Nickel(II)-Catalyzed Asymmetric Michael Addition of Oxindoles with Modified N,N,O-Tridentate Chiral Phenanthroline Ligands

机译：镍（II）修饰的N，N，O-三叉型手性菲咯啉配体对吲哚的不对称Michael加成反应

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摘要

Nickel(II)-catalyzed enantioselective Michael addition of N-Boc-oxindole derivatives with methyl vinyl ketone was demonstrated to give the corresponding adducts having chiral all-carbon quaternary centers with up to 87% ee in the presence of axially chiral N,N,O-tridentate phenanthroline ligand.

机译：N-Boc-羟吲哚衍生物与甲基乙烯基酮的镍（II）催化对映选择性迈克尔加成反应表明，在存在轴向手性N，N，N，N，N，N，N，N，N，N，N， O-三齿菲咯啉配体。

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《Synlett》 |2016年第13期|共6页
作者
Naganawa Yuki; Abe Hiroki; Nishiyama Hisao;
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原文格式 PDF
正文语种 eng
中图分类有机化学理论、物理有机化学;
关键词
asymmetric synthesis; nickel; oxindole; Michael addition; phenanthroline;

机译：不对称合成镍吲哚迈克尔加成菲咯啉;

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专利

1. Nickel(II)-Catalyzed Asymmetric Michael Addition of Oxindoles with Modified N,N,O-Tridentate Chiral Phenanthroline Ligands [J] . Naganawa Yuki, Abe Hiroki, Nishiyama Hisao Synlett . 2016,第13期

机译：镍（II）修饰的N，N，O-三叉型手性菲咯啉配体对吲哚的不对称Michael加成反应
2. The Selective N-Functionalization of Indoles via aza-Michael Addition in the Ligand Sphere of a Chiral Nickel(II) Complex: Asymmetric Synthesis of (S)-1H-Indole-Alanine Derivatives [J] . Vladimir A. Larionov, Tatyana F. Savelyeva, Michael G. Medvedev, European journal of organic chemistry . 2019,第22期

机译：手性镍（II）复合物的配体球体中的Aza-Michael加入的吲哚选择性N-官能化：（S）-1H-吲哚 - 丙氨酸衍生物的不对称合成
3. Chiral Phosphine Catalyzed Asymmetric Michael Addition of Oxindoles [J] . Fangrui Zhong, Xiaowei Dou, Xiaoyu Han Angewandte Chemie . 2013,第3期

机译：手性膦催化氧化吲哚的不对称迈克尔加成反应
4. Asymmetric Oxindole Synthesis Catalyzed by Palladium Complexes with Unsymmetrical Chiral Bioxazoline-Based Carbene Ligands [C] . Daisuke Imao, Naruhito Ebata, Yuki Yamaguchi Symposium on Organometallic Chemistry . 2006

机译：钯配合物催化的不对称氧吲哚合成与非对称手性生物唑啉基甲苯配体
5. Part I: Vanadium-Catalyzed Asymmetric Oxidative Coupling of Phenols and Hydroxycarbazoles and Its Mechanistic Study. Part II: Total Synthesis of Chaetoglobin A. Part III: Ligand Evolution to Drive Reaction Discovery. Part IV: Oxidative Coupling of 3-Oxindoles to Construct Quaternary Centers [D] . Kang, Houng 2018

机译：第一部分：钒催化苯酚和羟基咔唑的不对称氧化偶合及其机理研究。第二部分：脂球蛋白A的全合成。第三部分：配体进化以驱动反应发现。第四部分：3-氧辛二烯的氧化偶联以构建四元中心
6. The Palladium Catalyzed Asymmetric Addition of Oxindoles and Allenes: an Atom-Economical Versatile Method for the Construction of Chiral Indole Alkaloids [O] . Barry M. Trost, Jia Xie, Joshua D. Sieber -1

机译：钯羟吲哚和丙二烯的催化不对称加成：手性吲哚生物碱建设的atom的经济型通用的方法
7. Rhodium-Catalyzed Enantioselective Addition of Arylboroxines to Isatin-Derived NBoc Ketimines Using Chiral PhosphiteOlefin Ligands: Asymmetric Synthesis of 3Aryl-3-amino-2-oxindoles [O] . -1

机译：使用手性磷酸酯配体，铑催化芳基硼溴芳基硼毒剂的氨基硼毒性加入甲基衍生的NBOC酮亚胺：3aryl-3-氨基-2-氧胆砂的不对称合成

Nickel(II)-Catalyzed Asymmetric Michael Addition of Oxindoles with Modified N,N,O-Tridentate Chiral Phenanthroline Ligands

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