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.

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 Stereodivergent entry to β-branched β-trifluoromethyl α-amino acid derivatives by sequential catalytic asymmetric reactions

2021 ◽  
Author(s):  
Vasco Corti ◽  
Riccardo Riccioli ◽  
Ada Martinelli ◽  
Sofia Sandri ◽  
Mariafrancesca Fochi ◽  
...  
Keyword(s):  
Amino Acids ◽  
Amino Acid ◽  
Asymmetric Reactions ◽  
Amino Acid Derivatives ◽  
One Pot ◽  
Catalytic Asymmetric ◽  
Catalytic Asymmetric Reactions

Currently, conventional reductive catalytic methodologies do not guarantee general access to enantioenriched β-branched β-trifluoromethyl α-amino acid derivatives. Herein, a one-pot approach to these important α-amino acids, grounded on the reduction...

scholarly journals Catalytic asymmetric synthesis of quaternary trifluoromethyl α- to ε-amino acid derivatives via umpolung allylation/2-aza-Cope rearrangement

2020 ◽  
Vol 11 (40) ◽  
pp. 10984-10990 ◽  
Author(s):  
Xi-Shang Sun ◽  
Xing-Heng Wang ◽  
Hai-Yan Tao ◽  
Liang Wei ◽  
Chun-Jiang Wang
Keyword(s):  
Amino Acids ◽  
Amino Acid ◽  
Asymmetric Synthesis ◽  
Amino Acid Derivatives ◽  
Cope Rearrangement ◽  
Catalytic Asymmetric Synthesis ◽  
Catalytic Asymmetric ◽  
High Yields

In this study, we developed an efficient Ir-catalyzed cascade umpolung allylation/2-aza-Cope rearrangement for the preparation of a variety of quaternary trifluoromethyl α-ε-amino acids in high yields with excellent enantioselectivities.

scholarly journals Enantioselective synthesis of α-alkenyl α-amino acids via N–H insertion reactions

2016 ◽  
Vol 7 (2) ◽  
pp. 1104-1108 ◽  
Author(s):  
Jun-Xia Guo ◽  
Ting Zhou ◽  
Bin Xu ◽  
Shou-Fei Zhu ◽  
Qi-Lin Zhou
Keyword(s):  
Amino Acids ◽  
Amino Acid ◽  
Enantioselective Synthesis ◽  
Insertion Reaction ◽  
Amino Acid Derivatives ◽  
Insertion Reactions ◽  
Phosphoric Acids

A new highly enantioselective route to α-alkenyl α-amino acid derivatives using a N–H insertion reaction of vinyldiazoacetates and tert-butyl carbamate cooperatively catalyzed by achiral dirhodium(ii) carboxylates and chiral spiro phosphoric acids was developed.

Synthesis of New β-Amino Acids via 5-Oxazolidinones and the Arndt - Eistert Procedure

2005 ◽  
Vol 58 (11) ◽  
pp. 778 ◽  
Author(s):  
Andrew B. Hughes ◽  
Brad E. Sleebs
Keyword(s):  
Amino Acids ◽  
Amino Acid ◽  
Reductive Cleavage ◽  
High Yield ◽  
Amino Acid Derivatives ◽  
Peptide Therapeutics

N-Methyl β-amino acids are potentially useful amino acid derivatives for incorporation in lead peptide therapeutics. The syntheses of five such compounds are presented. Their synthesis via 6-oxazinanones was low yielding. Alternatively, reductive cleavage of a 5-oxazolidinone gave the N-methyl α-amino acid, which was then homologated via an Arndt–Eistert procedure in high yield to give the N-methyl β-amino acid.

Chiral sensors for determining the absolute configurations of α-amino acid derivatives

2018 ◽  
Vol 16 (37) ◽  
pp. 8311-8317 ◽  
Author(s):  
Zhongxiang Chen ◽  
Hongjun Fan ◽  
Shiwei Yang ◽  
Guangling Bian ◽  
Ling Song
Keyword(s):  
Amino Acids ◽  
Amino Acid ◽  
Amino Acid Derivatives ◽  
H Nmr ◽  
The Absolute

Two simple 1H NMR tests give the absolute configurations of α-amino acids.

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