Kinetic Resolution of Racemic Mandelic Acid Esters byN,N′-Dioxide-Scandium-Complex-Catalyzed Enantiomer-Selective Acylation

2014 ◽  
Vol 20 (48) ◽  
pp. 15884-15890 ◽  
Author(s):  
Yuheng Zhang ◽  
Xiaohua Liu ◽  
Lin Zhou ◽  
Wangbin Wu ◽  
Tianyu Huang ◽  
...  
Keyword(s):  
Mandelic Acid ◽  
Kinetic Resolution ◽  
Selective Acylation ◽  
Acid Esters

ChemInform Abstract: Kinetic Resolution of Racemic Mandelic Acid Esters by N,N′-Dioxide-Scandium-Complex-Catalyzed Enantiomer-Selective Acylation.

ChemInform ◽  
2015 ◽  
Vol 46 (17) ◽  
pp. no-no
Author(s):  
Yuheng Zhang ◽  
Xiaohua Liu ◽  
Lin Zhou ◽  
Wangbin Wu ◽  
Tianyu Huang ◽  
...  
Keyword(s):  
Mandelic Acid ◽  
Kinetic Resolution ◽  
Selective Acylation ◽  
Acid Esters

Dynamic Kinetic Resolution of N-Protected Amino Acid Esters via Phase-Transfer Catalytic Base Hydrolysis

ACS Catalysis ◽  
2018 ◽  
Vol 8 (7) ◽  
pp. 5708-5713 ◽  
Author(s):  
Eiji Yamamoto ◽  
Kodai Wakafuji ◽  
Yuho Furutachi ◽  
Kaoru Kobayashi ◽  
Takashi Kamachi ◽  
...  
Keyword(s):  
Amino Acid ◽  
Kinetic Resolution ◽  
Phase Transfer ◽  
Base Hydrolysis ◽  
Amino Acid Esters ◽  
Dynamic Kinetic Resolution ◽  
Protected Amino Acid ◽  
Acid Esters

Enantioselective Equilibration−Access to Chiral Aldol Adducts of Mandelic Acid Esters

2006 ◽  
Vol 8 (23) ◽  
pp. 5353-5355 ◽  
Author(s):  
Stefan Scholtis ◽  
Andreas Ide ◽  
Rainer Mahrwald
Keyword(s):  
Mandelic Acid ◽  
Acid Esters

Copper-catalyzed intramolecular redox reaction: Asymmetric synthesis of chiral 2-(1H-pyrrol-1-yl)-mandelic acid esters

Tetrahedron ◽  
2018 ◽  
Vol 74 (52) ◽  
pp. 7480-7484
Author(s):  
Hong-Jin Du ◽  
Chao Lin ◽  
Xiaoan Wen ◽  
Qing-Long Xu
Keyword(s):  
Asymmetric Synthesis ◽  
Redox Reaction ◽  
Mandelic Acid ◽  
Acid Esters

Rhodium-Catalyzed Asymmetric Addition of Arylboronic Acids to Glyoxylates: Access to Optically Active Substituted Mandelic Acid Esters

Synlett ◽  
2019 ◽  
Vol 30 (14) ◽  
pp. 1693-1697
Author(s):  
Diao Chen ◽  
Jian-Guo Liu ◽  
Xu Zhang ◽  
Ming-Hua Xu
Keyword(s):  
Catalytic System ◽  
Mandelic Acid ◽  
Optically Active ◽  
Antiplatelet Drug ◽  
Reaction Conditions ◽  
Formal Synthesis ◽  
Arylboronic Acids ◽  
Synthetic Utility ◽  
Enantioselective Addition ◽  
Acid Esters

A rhodium-catalyzed enantioselective addition of glyoxylates to arylboronic acids promoted by a simple chiral sulfinamide-based olefin ligand under mild reaction conditions is described. The reaction provides access to a variety of optically active substituted mandelic acid esters in good yields with up to 83% ee. The catalytic system is also applicable to pyruvate addition. The synthetic utility of this method is highlighted by a formal synthesis of the antiplatelet drug clopidogrel.

Simple and Efficient Synthesis of Racemic Substituted Mandelic Acid Esters from Nonactivated Arenes and Ethyl Glyoxylate

Synthesis ◽  
2008 ◽  
Vol 2008 (20) ◽  
pp. 3237-3244
Author(s):  
Janusz Jurczak ◽  
Jacek Kwiatkowski ◽  
Jakub Majer ◽  
Piotr Kwiatkowski
Keyword(s):  
Mandelic Acid ◽  
Efficient Synthesis ◽  
Acid Esters

Stereoselective Synthesis of 3-azabicyclo[3,3,1]Nonan-9α-yl α-(cyclopentyl-1-ene)-α-hydroxy-α-phenylacetate Hydrochloride

2005 ◽  
Vol 2005 (5) ◽  
pp. 322-323 ◽  
Author(s):  
He Liu ◽  
Xiang-Yu Han ◽  
Bo-Hua Zhong ◽  
Ke-Liang Liu
Keyword(s):  
Mandelic Acid ◽  
Phenylacetic Acid ◽  
Stereoselective Synthesis ◽  
Enantiomeric Excess ◽  
Starting Material ◽  
Sterically Hindered ◽  
Acid Esters

The isomers of α-(cyclopentyl-1-ene)-α-hydroxy-α-phenylacetic acid esters derived from 3-azabicyclo[3,3,1]nonan-9α-ol ((R)-1 and (S)-1) were obtained in high enantiomeric excess by effective stereoselective synthesis from the chiral starting material, (S) or (R)-mandelic acid using pivaldehyde as a sterically hindered reagent

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