Synthesis of W‐Phos Ligand and Its Application in the Copper‐Catalyzed Enantioselective Addition of Linear Grignard Reagents to Ketones DOI
Wenjun Luo, Liming Zhang, Zhan‐Ming Zhang

и другие.

Angewandte Chemie International Edition, Год журнала: 2022, Номер 61(29)

Опубликована: Май 12, 2022

The asymmetric catalytic addition of linear Grignard reagents to ketones has been a long-standing challenge in organic synthesis. Herein, novel family PNP ligands (W-Phos) was designed and applied copper-catalyzed aryl alkyl ketones, allowing facile access versatile chiral tertiary alcohols good high yields with excellent enantioselectivities (up 94 % yield, 96 ee). process can also be used synthesize allylic from more challenging α,β-unsaturated ketones. Notably, the potential utility this method is demonstrated gram-scale synthesis modification various densely functionalized medicinally relevant molecules.

Язык: Английский

Pd/Xiang-Phos-catalyzed enantioselective intermolecular carboheterofunctionalization under mild conditions DOI Creative Commons

Mengna Tao,

Youshao Tu,

Yu Liu

и другие.

Chemical Science, Год журнала: 2020, Номер 11(24), С. 6283 - 6288

Опубликована: Янв. 1, 2020

A highly chemo-, regio-, enantio-selectivitive Pd/Xiang-Phos-catalyzed intermolecular carboheterofunctionalization of 2,3-dihydrofurans for the synthesis polysubstituted benzofused heterocycles mild conditions.

Язык: Английский

Процитировано

37

Chiral N,N Ligands Enabling Palladium‐Catalyzed Enantioselective Intramolecular Heck–Matsuda Carbonylation Reactions by Sequential Migratory and CO Insertions DOI
Rafaela C. Carmona, Otto Daolio Köster, Carlos Roque D. Correia

и другие.

Angewandte Chemie, Год журнала: 2018, Номер 130(37), С. 12243 - 12246

Опубликована: Июль 19, 2018

Abstract Unprecedented enantioselective intramolecular Heck carbonylation reactions of arenediazonium salts were enabled by a chiral N,N ligand. This reaction constitutes the first that proceeds through migratory insertion followed CO insertion. The enantioenriched functionalized dihydrobenzofurans obtained in good to high yields and enantiomeric ratios up 98:2 under mild operationally simple conditions.

Язык: Английский

Процитировано

35

Asymmetric Reductive and Alkynylative Heck Bicyclization of Enynes to Access Conformationally Restricted Aza[3.1.0]bicycles DOI
Xiaolei Huang,

Minh Hieu Nguyen,

Maoping Pu

и другие.

Angewandte Chemie International Edition, Год журнала: 2020, Номер 59(27), С. 10814 - 10818

Опубликована: Март 26, 2020

Conformationally restricted azabicycles are becoming increasingly important in medicinal research. Asymmetric Heck bicyclization of enynes proceeds to give medicinally useful aza[3.1.0] and aza[4.1.0] bicycles with excellent enantioselectivity. The key organopalladium species after can be trapped by silanes terminal alkynes.

Язык: Английский

Процитировано

27

Enantioselective Difunctionalization of Alkenes by a Palladium‐Catalyzed Heck/Sonogashira Sequence DOI
Lujia Zhou,

Sanliang Li,

Bing Xu

и другие.

Angewandte Chemie, Год журнала: 2019, Номер 132(7), С. 2791 - 2797

Опубликована: Ноя. 22, 2019

Abstract Sonogashira‐type cross‐couplings are one of the most significant alkynylations in organic chemistry. One first palladium‐catalyzed intramolecular Heck/Sonogashira reactions alkenes with terminal alkynes is now reported. With this method, a variety uniquely substituted chiral benzene‐fused heterocycles bearing propargyl‐substituted all‐carbon quaternary stereocenter were obtained straightforward, high‐yielding, and highly stereoselective manner under mild conditions. Salient features process include use readily available substrates, high selectivities, broad substrate scope as well versatile product functionalizations.

Язык: Английский

Процитировано

26

Synthesis of W‐Phos Ligand and Its Application in the Copper‐Catalyzed Enantioselective Addition of Linear Grignard Reagents to Ketones DOI
Wenjun Luo, Liming Zhang, Zhan‐Ming Zhang

и другие.

Angewandte Chemie International Edition, Год журнала: 2022, Номер 61(29)

Опубликована: Май 12, 2022

The asymmetric catalytic addition of linear Grignard reagents to ketones has been a long-standing challenge in organic synthesis. Herein, novel family PNP ligands (W-Phos) was designed and applied copper-catalyzed aryl alkyl ketones, allowing facile access versatile chiral tertiary alcohols good high yields with excellent enantioselectivities (up 94 % yield, 96 ee). process can also be used synthesize allylic from more challenging α,β-unsaturated ketones. Notably, the potential utility this method is demonstrated gram-scale synthesis modification various densely functionalized medicinally relevant molecules.

Язык: Английский

Процитировано

16