scholarly journals Metal-free quinolylation of the primary amino groups of amino acid derivatives and peptides with dihydrooxazolo[3,2-a]quinoliniums

2019 ◽  
Vol 21 (15) ◽  
pp. 4231-4237
Author(s):  
Peng Liu ◽  
Bo Li ◽  
Mengyu Xi ◽  
Zhaoqiang Chen ◽  
Haiguo Sun ◽  
...  
Keyword(s):  
Amino Acid ◽  
Amino Acid Derivatives ◽  
Amino Groups ◽  
Metal Free ◽  
Primary Amino

A new metal-free method for the N-quinolylation of primary amino groups using novel dihydrooxazolo[3,2-a]quinoliniums showing good compatibility with other reactive moieties.

Primary Amino Acid Derivatives: Compounds with Anticonvulsant and Neuropathic Pain Protection Activities

2011 ◽  
Vol 54 (13) ◽  
pp. 4815-4830 ◽  
Author(s):  
Amber M. King ◽  
Christophe Salomé ◽  
Jason Dinsmore ◽  
Elise Salomé-Grosjean ◽  
Marc De Ryck ◽  
...  
Keyword(s):  
Neuropathic Pain ◽  
Amino Acid ◽  
Amino Acid Derivatives ◽  
Primary Amino

One-Pot Synthesis of α-Halo β-Amino Acid Derivatives via the Difunctional Coupling of Ethyl α-Diazoacetate with Silyl Halides and N,O-Acetals or Aromatic Tertiary Amines

Synthesis ◽  
2020 ◽  
Vol 52 (12) ◽  
pp. 1823-1832 ◽  
Author(s):  
Norio Sakai ◽  
Kazuki Sasaki ◽  
Hiroki Suzuki ◽  
Yohei Ogiwara
Keyword(s):  
Amino Acid ◽  
Amino Acid Derivatives ◽  
Amino Acid Esters ◽  
Tertiary Amines ◽  
One Pot ◽  
Metal Free ◽  
Reaction Intermediate ◽  
One Pot Synthesis ◽  
Acid Esters ◽  
Three Component Coupling

The difunctionalization of ethyl α-diazoacetate (EDA) using silyl halides as a nucleophile and N,O-acetals as an electrophile under metal-free conditions is described. This process undergoes a novel three-component coupling (3-CC) reaction using EDA, which leads to a one-pot preparation of α-halo β-amino acid esters. Also, this protocol could be adapted to accept an electrophile composed of aromatic tertiary amines. In both 3-CC reactions, the key reaction intermediate is an iminium intermediate that can be easily and effectively generated either from N,O-acetals or from aromatic tertiary amines.

Transition metal-free aerobic oxidative cleavage of the C–N bonds of α-amino esters

2019 ◽  
Vol 6 (23) ◽  
pp. 3854-3858
Author(s):  
Shenpeng Tan ◽  
Feng Li ◽  
Soojun Park ◽  
Sanghee Kim
Keyword(s):  
Amino Acid ◽  
Transition Metal ◽  
Metal Catalysts ◽  
Oxidative Cleavage ◽  
Amino Acid Derivatives ◽  
Metal Free ◽  
Amino Esters

A base-mediated aerobic oxidative cleavage of α-amino esters involving a hydroperoxide intermediate was reported, which represents the first example of the cleavage of the α-C–N bonds of amino acid derivatives without the aid of metal catalysts.

Synthesis of amino acid derivatives of 5-alkoxy-3,4-dihalo-2(5H)-furanones and their preliminary bioactivity investigation as linkers

2019 ◽  
Vol 17 (20) ◽  
pp. 5138-5147 ◽  
Author(s):  
Shi-He Luo ◽  
Kai Yang ◽  
Jian-Yun Lin ◽  
Juan-Juan Gao ◽  
Xin-Yan Wu ◽  
...  
Keyword(s):  
Amino Acids ◽  
Amino Acid ◽  
Toxic Effect ◽  
Amino Acid Derivatives ◽  
Metal Free ◽  
Mtt Tests ◽  
Derivatives Of

MTT tests of 2(5H)-furanone derivatives obtained via metal-free C–N coupling show that amino acids as linkers have no toxic effect.

scholarly journals Catalytic asymmetric propargyl- and allylboration of hydrazonoesters: a metal-free approach to sterically encumbered chiral α-amino acid derivatives

2018 ◽  
Vol 54 (91) ◽  
pp. 12852-12855 ◽  
Author(s):  
Sybrand J. T. Jonker ◽  
Colin Diner ◽  
Göran Schulz ◽  
Hiroaki Iwamoto ◽  
Lars Eriksson ◽  
...  
Keyword(s):  
Amino Acids ◽  
Amino Acid ◽  
Asymmetric Catalysis ◽  
Amino Acid Derivatives ◽  
Metal Free ◽  
Catalytic Asymmetric

Metal-free asymmetric catalysis for the synthesis of sterically encumbered amino-acids was developed using allyl- and allenylboronic acid reagents.

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