The aryne Sommelet–Hauser rearrangement

2019 ◽  
Vol 55 (20) ◽  
pp. 3004-3007 ◽  
Author(s):  
Tony Roy ◽  
Rahul N. Gaykar ◽  
Subrata Bhattacharjee ◽  
Akkattu T. Biju
Keyword(s):  
Amino Acid ◽  
Transition Metal ◽  
Amino Acid Derivatives ◽  
Metal Free

An aryne induced transition-metal-free and mild Sommelet–Hauser rearrangement of tertiary benzylamines for the synthesis of α-aryl amino acid derivatives in moderate to good yields and with broad substrate scope is presented.

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.

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.

ChemInform Abstract: Transition-Metal-Free Decarboxylation of Dimethyl Malonate: An Efficient Construction of α-Amino Acid Esters Using TBAI/TBHP.

ChemInform ◽  
2015 ◽  
Vol 46 (29) ◽  
pp. no-no
Author(s):  
Jie Zhang ◽  
Ying Shao ◽  
Yaxiong Wang ◽  
Huihuang Li ◽  
Dongmei Xu ◽  
...  
Keyword(s):  
Amino Acid ◽  
Transition Metal ◽  
Amino Acid Esters ◽  
Dimethyl Malonate ◽  
Metal Free ◽  
Efficient Construction ◽  
Acid Esters

Equilibrium and structural studies on transition metal complexes of amino acid derivatives containing the bis(pyridin-2-yl)methyl residue

2001 ◽  
Vol 25 (5) ◽  
pp. 700-706 ◽  
Author(s):  
Katalin Ősz ◽  
Katalin Várnagy ◽  
Imre Sóvágó ◽  
Lídia Lennert ◽  
Helga Süli-Vargha ◽  
...  
Keyword(s):  
Amino Acid ◽  
Transition Metal ◽  
Metal Complexes ◽  
Transition Metal Complexes ◽  
Amino Acid Derivatives ◽  
Structural Studies

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 decarboxylation of dimethyl malonate: an efficient construction of α-amino acid esters using TBAI/TBHP

2015 ◽  
Vol 13 (13) ◽  
pp. 3982-3987 ◽  
Author(s):  
Jie Zhang ◽  
Ying Shao ◽  
Yaxiong Wang ◽  
Huihuang Li ◽  
Dongmei Xu ◽  
...  
Keyword(s):  
Amino Acid ◽  
Transition Metal ◽  
Nucleophilic Substitution ◽  
Amino Acid Esters ◽  
Dimethyl Malonate ◽  
Metal Free ◽  
New Strategy ◽  
Efficient Construction ◽  
Acid Esters

A new strategy has been developed for the synthesis of α-amino acid esters via a tandem hydrolysis/decarboxylation/nucleophilic substitution using TBAI/TBHP.

Sign in / Sign up

Export Citation Format

Share Document