Dynamic Kinetic Resolution of Flavonoids via Asymmetric Allylic Alkylation: Construction of Two Contiguous Stereogenic Centers on Nucleophiles

ACS Catalysis ◽

10.1021/acscatal.1c03732 ◽

2021 ◽

pp. 12859-12863

Author(s):

Li-Xia Liu ◽

Wen-Jun Huang ◽

Qing-Xian Xie ◽

Bo Wu ◽

Chang-Bin Yu ◽

...

Keyword(s):

Kinetic Resolution ◽

Allylic Alkylation ◽

Dynamic Kinetic Resolution ◽

Asymmetric Allylic Alkylation ◽

Stereogenic Centers

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Transition metal-free asymmetric and diastereoselective allylic alkylation using Grignard reagents: construction of vicinal stereogenic centers via kinetic resolution

Chemical Science ◽

10.1039/c4sc01003e ◽

2014 ◽

Vol 5 (10) ◽

pp. 3803-3807 ◽

Author(s):

David Grassi ◽

Alexandre Alexakis

Keyword(s):

Transition Metal ◽

Kinetic Resolution ◽

Grignard Reagents ◽

Allylic Alkylation ◽

Asymmetric Allylic Alkylation ◽

Quaternary Centers ◽

Stereogenic Centers

The first transition metal-free catalyzed diastereoselective and enantioselective asymmetric allylic alkylation (AAA) has been disclosed leading to the construction of vicinal tertiary/quaternary centers via a kinetic resolution protocol starting from readily available starting materials.

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Phosphine-Catalyzed Asymmetric Allylic Alkylation of Achiral MBH Carbonates with 3,3′-Bisindolines: Enantioselective Construction of Quaternary Stereogenic Centers

Organic Letters ◽

10.1021/acs.orglett.1c00201 ◽

2021 ◽

Author(s):

Chuan Xiang Alvin Tan ◽

Guang-Jian Mei ◽

Yixin Lu

Keyword(s):

Allylic Alkylation ◽

Asymmetric Allylic Alkylation ◽

Stereogenic Centers ◽

Quaternary Stereogenic Centers

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ChemInform Abstract: Kinetic Resolution of 2,3-Dihydro-2-substituted 4-Quinolones by Palladium-Catalyzed Asymmetric Allylic Alkylation.

10.1002/chin.201020118 ◽

2010 ◽

Vol 41 (20) ◽

Author(s):

Bai-Lin Lei ◽

Chang-Hua Ding ◽

Xiao-Fei Yang ◽

Xiao-Long Wan ◽

Xue-Long Hou

Keyword(s):

Kinetic Resolution ◽

Allylic Alkylation ◽

Asymmetric Allylic Alkylation ◽

Palladium Catalyzed

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ChemInform Abstract: Kinetic Resolution of Racemic Allyl Acetates in Asymmetric Allylic Alkylation Catalysed by a Chiral Ferrocenylphosphine-Palladium Complex.

Chemischer Informationsdienst ◽

10.1002/chin.198651076 ◽

1986 ◽

Vol 17 (51) ◽

Author(s):

T. HAYASHI ◽

A. YAMAMOTO ◽

Y. ITO

Keyword(s):

Kinetic Resolution ◽

Palladium Complex ◽

Allylic Alkylation ◽

Asymmetric Allylic Alkylation

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ChemInform Abstract: Facile Construction of Three Contiguous Stereogenic Centers via Dynamic Kinetic Resolution in Asymmetric Transfer Hydrogenation of Quinolines.

10.1002/chin.201511219 ◽

2015 ◽

Vol 46 (11) ◽

pp. no-no

Author(s):

Mu-Wang Chen ◽

Xian-Feng Cai ◽

Zhang-Pei Chen ◽

Lei Shi ◽

Yong-Gui Zhou

Keyword(s):

Kinetic Resolution ◽

Transfer Hydrogenation ◽

Asymmetric Transfer Hydrogenation ◽

Dynamic Kinetic Resolution ◽

Stereogenic Centers

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Nondynamic and Dynamic Kinetic Resolution of Lactones with Stereogenic Centers and Axes: Stereoselective Total Synthesis of Herbertenediol and Mastigophorenes A and B†

Journal of the American Chemical Society ◽

10.1021/ja001455r ◽

2000 ◽

Vol 122 (38) ◽

pp. 9127-9133 ◽

Author(s):

Gerhard Bringmann ◽

Thomas Pabst ◽

Petra Henschel ◽

Jürgen Kraus ◽

Karl Peters ◽

...

Keyword(s):

Total Synthesis ◽

Kinetic Resolution ◽

Dynamic Kinetic Resolution ◽

Stereogenic Centers

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Kinetic Resolution of 2-Substituted 2,3-Dihydro-4-pyridones by Palladium-Catalyzed Asymmetric Allylic Alkylation: Catalytic Asymmetric Total Synthesis of Indolizidine (−)-209I

Organic Letters ◽

10.1021/ol500498m ◽

2014 ◽

Vol 16 (7) ◽

pp. 1944-1947 ◽

Author(s):

Bai-Lin Lei ◽

Qing-Song Zhang ◽

Wei-Hua Yu ◽

Qiu-Ping Ding ◽

Chang-Hua Ding ◽

...

Keyword(s):

Total Synthesis ◽

Kinetic Resolution ◽

Allylic Alkylation ◽

Asymmetric Total Synthesis ◽

Asymmetric Allylic Alkylation ◽

Palladium Catalyzed ◽

Catalytic Asymmetric

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Enantioselective Synthesis of All-Carbon Quaternary Stereogenic Centers via Copper-Catalyzed Asymmetric Allylic Alkylation of (Z)-Allyl Bromides with Organolithium Reagents

Chemistry - A European Journal ◽

10.1002/chem.201406006 ◽

2015 ◽

Vol 21 (11) ◽

pp. 4209-4212 ◽

Author(s):

Martín Fañanás-Mastral ◽

Romina Vitale ◽

Manuel Pérez ◽

Ben L. Feringa

Keyword(s):

Enantioselective Synthesis ◽

Allylic Alkylation ◽

Asymmetric Allylic Alkylation ◽

Stereogenic Centers ◽

Organolithium Reagents ◽

Quaternary Stereogenic Centers

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ChemInform Abstract: Transition Metal-Free Asymmetric and Diastereoselective Allylic Alkylation Using Grignard Reagents: Construction of Vicinal Stereogenic Centers via Kinetic Resolution.

10.1002/chin.201508092 ◽

2015 ◽

Vol 46 (8) ◽

pp. no-no

Author(s):

David Grassi ◽

Alexandre Alexakis

Keyword(s):

Transition Metal ◽

Kinetic Resolution ◽

Grignard Reagents ◽

Allylic Alkylation ◽

Stereogenic Centers

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Kinetic resolution of 4-substituted-3,4-dihydrocoumarins via Pd-catalyzed asymmetric allylic alkylation reaction: enantioselective synthesis of trans-3,4-disubstituted-3,4-dihydrocoumarins

Organic Chemistry Frontiers ◽

10.1039/c4qo00178h ◽

2014 ◽

Vol 1 (8) ◽

pp. 969-973 ◽

Author(s):

Xiao-Hui Li ◽

Ping Fang ◽

Di Chen ◽

Xue-Long Hou

Keyword(s):

Kinetic Resolution ◽

Enantioselective Synthesis ◽

Alkylation Reaction ◽

Allylic Alkylation ◽

Asymmetric Allylic Alkylation

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