Asymmetric Synthesis of N‐Substituted γ‐Amino Esters and γ‐Lactams Containing α,γ‐Stereogenic Centers via a Stereoselective Enzymatic Cascade

2021 ◽  
Author(s):  
Ming Li ◽  
Yunfeng Cui ◽  
Zefei Xu ◽  
Xi Chen ◽  
Jinhui Feng ◽  
...  
Keyword(s):  
Asymmetric Synthesis ◽  
Amino Esters ◽  
Stereogenic Centers

scholarly journals Organocatalytic Asymmetric Synthesis of α-Amino Esters from Sulfoxonium Ylides

2021 ◽  
Author(s):  
Wengang Guo ◽  
Hai Huang ◽  
Jianwei Sun
Keyword(s):  
Asymmetric Synthesis ◽  
Insertion Reaction ◽  
Metal Catalyst ◽  
Insertion Reactions ◽  
Amino Esters ◽  
Carbene Insertion

Described here is the first organocatalytic asymmetric N−H insertion reaction of α-carbonyl sulfoxonium ylides. Without a metal catalyst, this reaction represents an attractive complement to the well-established carbene insertion reactions....

scholarly journals Advances on Greener Asymmetric Synthesis of Antiviral Drugs via Organocatalysis

2021 ◽  
Vol 14 (11) ◽  
pp. 1125
Author(s):  
Everton M. da Silva ◽  
Hérika D. A. Vidal ◽  
Arlene G. Corrêa
Keyword(s):  
Pharmaceutical Industry ◽  
Antiviral Activity ◽  
Asymmetric Synthesis ◽  
High Mortality ◽  
Viral Infections ◽  
Mortality Rates ◽  
Chiral Drugs ◽  
Stereogenic Centers ◽  
Synthetic Routes ◽  
New Compounds

Viral infections cause many severe human diseases, being responsible for remarkably high mortality rates. In this sense, both the academy and the pharmaceutical industry are continuously searching for new compounds with antiviral activity, and in addition, face the challenge of developing greener and more efficient methods to synthesize these compounds. This becomes even more important with drugs possessing stereogenic centers as highly enantioselective processes are required. In this minireview, the advances achieved to improve synthetic routes efficiency and sustainability of important commercially antiviral chiral drugs are discussed, highlighting the use of organocatalytic methods.

scholarly journals Advances on Greener Asymmetric Synthesis of Antiviral Drugs via Organocatalysis

2021 ◽  
Author(s):  
Arlene Gonçalves Corrêa ◽  
Everton Machado da Silva ◽  
Herika Danielle Almeida Vidal
Keyword(s):  
Pharmaceutical Industry ◽  
Antiviral Activity ◽  
Asymmetric Synthesis ◽  
High Mortality ◽  
Viral Infections ◽  
Mortality Rates ◽  
Chiral Drugs ◽  
Stereogenic Centers ◽  
Synthetic Routes ◽  
New Compounds

Viral infections inflict many serious human diseases, being responsible for remarkably high mortality rates. In this sense, both the academy and the pharmaceutical industry are continuously searching for new compounds with antiviral activity, and in addition, face the challenge of developing greener and more efficient methods to synthesize these compounds. This becomes even more important with drugs possessing stereogenic centers as highly enantioselective processes are required. In this minireview, the advances achieved to improve synthetic routes efficiency and sustainability of important commercially antiviral chiral drugs are discussed, highlighting the use of organocatalytic methods.

scholarly journals Synergistic Catalysis: Asymmetric Synthesis of Cyclopentanes Bearing Four Stereogenic Centers

Synthesis ◽  
2016 ◽  
Vol 49 (01) ◽  
pp. 167-174
Author(s):  
Ramon Rios ◽  
Kaiheng Zhang ◽  
Marta Meazza ◽  
Anabel Izaga ◽  
Clotilde Contamine ◽  
...  
Keyword(s):  
Asymmetric Synthesis ◽  
Synergistic Catalysis ◽  
Stereogenic Centers

Asymmetric synthesis of functionalized trifluoromethyl-substituted pyrrolidines via an organocatalytic domino Michael/Mannich [3+2] cycloaddition

2016 ◽  
Vol 52 (97) ◽  
pp. 14011-14014 ◽  
Author(s):  
Ying Zhi ◽  
Kun Zhao ◽  
Qiang Liu ◽  
Ai Wang ◽  
Dieter Enders
Keyword(s):  
Asymmetric Synthesis ◽  
Trifluoromethyl Group ◽  
Stereogenic Centers

The asymmetric synthesis of highly functionalized pyrrolidine derivatives with three contiguous stereogenic centers and bearing a trifluoromethyl group has been developed through an organocatalytic domino Michael/Mannich [3+2] cycloaddition sequence.

One-Pot Asymmetric Synthesis of β-Cyanohydroxymethyl α-Amino Acid Derivatives:  Formation of Three Contiguous Stereogenic Centers

2002 ◽  
Vol 4 (25) ◽  
pp. 4519-4522 ◽  
Author(s):  
Shin-ichi Watanabe ◽  
Armando Córdova ◽  
Fujie Tanaka ◽  
Carlos F. Barbas
Keyword(s):  
Amino Acid ◽  
Asymmetric Synthesis ◽  
Amino Acid Derivatives ◽  
One Pot ◽  
Stereogenic Centers

Asymmetric Synthesis of 2-Thiocyanato-2-(1-aminoalkyl)-substituted 1-Tetralones and 1-Indanones with Tetrasubstituted Carbon Stereogenic Centers via Cooperative Cation-Binding Catalysis

2017 ◽  
Vol 359 (11) ◽  
pp. 1879-1891 ◽  
Author(s):  
Lei Yu ◽  
Xiaoyan Wu ◽  
Mun Jong Kim ◽  
Venkataramasubramanian Vaithiyanathan ◽  
Yidong Liu ◽  
...  
Keyword(s):  
Asymmetric Synthesis ◽  
Cation Binding ◽  
Stereogenic Centers ◽  
Substituted 1

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 ◽  
2016 ◽  
Vol 6 (44) ◽  
pp. 37701-37709 ◽  
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.

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