Facile construction of three contiguous stereogenic centers via dynamic kinetic resolution in asymmetric transfer hydrogenation of quinolines

An efficient and facile route to chiral tetrahydroquinolines with three contiguous stereogenic centers via a dynamic kinetic resolution process has been successfully developed by using chiral phosphoric acid as catalyst and Hantzsch ester as the hydrogen source with up to 89% ee.

Download Full-text

Enantiodivergent Atroposelective Synthesis of Chiral Biaryls by Asymmetric Transfer Hydrogenation: Chiral Phosphoric Acid Catalyzed Dynamic Kinetic Resolution

Angewandte Chemie ◽

10.1002/ange.201606063 ◽

2016 ◽

Vol 128 (38) ◽

pp. 11814-11818 ◽

Cited By ~ 38

Author(s):

Keiji Mori ◽

Tsubasa Itakura ◽

Takahiko Akiyama

Keyword(s):

Phosphoric Acid ◽

Kinetic Resolution ◽

Transfer Hydrogenation ◽

Asymmetric Transfer Hydrogenation ◽

Dynamic Kinetic Resolution ◽

Chiral Phosphoric Acid ◽

Acid Catalyzed

Download Full-text

Enantiodivergent Atroposelective Synthesis of Chiral Biaryls by Asymmetric Transfer Hydrogenation: Chiral Phosphoric Acid Catalyzed Dynamic Kinetic Resolution

Angewandte Chemie International Edition ◽

10.1002/anie.201606063 ◽

2016 ◽

Vol 55 (38) ◽

pp. 11642-11646 ◽

Cited By ~ 92

Author(s):

Keiji Mori ◽

Tsubasa Itakura ◽

Takahiko Akiyama

Keyword(s):

Phosphoric Acid ◽

Kinetic Resolution ◽

Transfer Hydrogenation ◽

Asymmetric Transfer Hydrogenation ◽

Dynamic Kinetic Resolution ◽

Chiral Phosphoric Acid ◽

Acid Catalyzed

Download Full-text

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

ChemInform ◽

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

Download Full-text

Dynamic Kinetic Resolution Approach for the Asymmetric Synthesis of Tetrahydrobenzodiazepines Using Transfer Hydrogenation by Chiral Phosphoric Acid

Chemistry - A European Journal ◽

10.1002/chem.201601611 ◽

2016 ◽

Vol 22 (24) ◽

pp. 8078-8083 ◽

Cited By ~ 22

Author(s):

Kosaku Horiguchi ◽

Eri Yamamoto ◽

Kodai Saito ◽

Masahiro Yamanaka ◽

Takahiko Akiyama

Keyword(s):

Phosphoric Acid ◽

Asymmetric Synthesis ◽

Kinetic Resolution ◽

Transfer Hydrogenation ◽

Dynamic Kinetic Resolution ◽

Chiral Phosphoric Acid

Download Full-text

ChemInform Abstract: Dynamic Kinetic Resolution Approach for the Asymmetric Synthesis of Tetrahydrobenzodiazepines Using Transfer Hydrogenation by Chiral Phosphoric Acid.

ChemInform ◽

10.1002/chin.201643166 ◽

2016 ◽

Vol 47 (43) ◽

Author(s):

Kosaku Horiguchi ◽

Eri Yamamoto ◽

Kodai Saito ◽

Masahiro Yamanaka ◽

Takahiko Akiyama

Keyword(s):

Phosphoric Acid ◽

Asymmetric Synthesis ◽

Kinetic Resolution ◽

Transfer Hydrogenation ◽

Dynamic Kinetic Resolution ◽

Chiral Phosphoric Acid

Download Full-text

Efficient Synthesis of Differentiatedsyn-1,2-Diol Derivatives by Asymmetric Transfer Hydrogenation-Dynamic Kinetic Resolution of α-Alkoxy-Substituted β-Ketoesters

Chemistry - A European Journal ◽

10.1002/chem.201501884 ◽

2015 ◽

Vol 21 (33) ◽

pp. 11799-11806 ◽

Cited By ~ 21

Author(s):

Laure Monnereau ◽

Damien Cartigny ◽

Michelangelo Scalone ◽

Tahar Ayad ◽

Virginie Ratovelomanana-Vidal

Keyword(s):

Kinetic Resolution ◽

Transfer Hydrogenation ◽

Efficient Synthesis ◽

Asymmetric Transfer Hydrogenation ◽

Dynamic Kinetic Resolution

Download Full-text

trans-Diastereoselective Ru(II)-Catalyzed Asymmetric Transfer Hydrogenation of α-Acetamido Benzocyclic Ketones via Dynamic Kinetic Resolution

Organic Letters ◽

10.1021/acs.orglett.9b01069 ◽

2019 ◽

Vol 21 (10) ◽

pp. 3644-3648 ◽

Cited By ~ 7

Author(s):

Andrej Emanuel Cotman ◽

Matic Lozinšek ◽

Baifan Wang ◽

Michel Stephan ◽

Barbara Mohar

Keyword(s):

Kinetic Resolution ◽

Transfer Hydrogenation ◽

Asymmetric Transfer Hydrogenation ◽

Dynamic Kinetic Resolution

Download Full-text

Rh-Mediated Asymmetric-Transfer Hydrogenation of 3-Substituted Chromones: A Route to Enantioenriched cis-3-(Hydroxymethyl)chroman-4-ol Derivatives through Dynamic Kinetic Resolution

Organic Letters ◽

10.1021/acs.orglett.9b01002 ◽

2019 ◽

Vol 21 (9) ◽

pp. 3276-3280 ◽

Cited By ~ 6

Author(s):

Bin He ◽

Phannarath Phansavath ◽

Virginie Ratovelomanana-Vidal

Keyword(s):

Kinetic Resolution ◽

Transfer Hydrogenation ◽

Asymmetric Transfer Hydrogenation ◽

Dynamic Kinetic Resolution

Download Full-text

Chiral phosphoric acid catalyzed asymmetric transfer hydrogenation of quinolines in a sustainable solvent

Tetrahedron Asymmetry ◽

10.1016/j.tetasy.2015.09.005 ◽

2015 ◽

Vol 26 (20) ◽

pp. 1174-1179 ◽

Cited By ~ 17

Author(s):

Ganesh V. More ◽

Bhalchandra M. Bhanage

Keyword(s):

Phosphoric Acid ◽

Transfer Hydrogenation ◽

Asymmetric Transfer Hydrogenation ◽

Chiral Phosphoric Acid ◽

Acid Catalyzed

Download Full-text

A new cost-effective Ru-chloramphenicol base derivative catalyst for the asymmetric transfer hydrogenation/dynamic kinetic resolution of N-Boc α-amino-β-ketoesters and its application to the synthesis of the chiral core of vancomycin

RSC Advances ◽

10.1039/c6ra05109j ◽

2016 ◽

Vol 6 (44) ◽

pp. 37701-37709 ◽

Cited By ~ 12

Author(s):

Xinlong Wang ◽

Lingjun Xu ◽

Fangjun Xiong ◽

Yan Wu ◽

Fener Chen

Keyword(s):

Asymmetric Synthesis ◽

Kinetic Resolution ◽

Cost Effective ◽

Transfer Hydrogenation ◽

Asymmetric Transfer Hydrogenation ◽

Dynamic Kinetic Resolution ◽

Amino Esters ◽

Base Derivative

Herein we describe the application of Ru-chloramphenicol base complexes catalyzed highly diastereo- and enantioselective transfer hydrogenation of N-Boc α-amino-β-ketoesters for the asymmetric synthesis of anti-N-Boc-β-hydroxy-α-amino esters.

Download Full-text