Progress in recent development of stereoselective synthesis of β2-amino acid derivatives from β-nitroacrylate derivatives

2020 ◽  
Vol 18 (16) ◽  
pp. 2991-3006
Author(s):  
Hao-Wei Zeng ◽  
Ping-Yu Wu ◽  
Hsyueh-Liang Wu
Keyword(s):  
Amino Acids ◽  
Amino Acid ◽  
Stereoselective Synthesis ◽  
Amino Acid Derivatives ◽  
Recent Advances

β2-Amino acids: recent advances in the synthesis of β2-amino acids and their derivatives from various stereoselective transformations of β-nitroacrylates are summarized.

scholarly journals Stereoselective Synthesis of Unnatural α-Amino Acid Derivatives through Photoredox Catalysis

2021 ◽  
Author(s):  
Andrey Shatskiy ◽  
Anton Axelsson ◽  
Elena Vladimirovna Stepanova ◽  
Jian-Quan Liu ◽  
Temerdashev Azamat ◽  
...  
Keyword(s):  
Amino Acids ◽  
Amino Acid ◽  
Visible Light ◽  
Convenient Method ◽  
Stereoselective Synthesis ◽  
Radical Addition ◽  
Amino Acid Derivatives ◽  
Photoredox Catalysis

A protocol for stereoselective C-radical addition to a chiral glyoxylate-derived N-sulfinyl imine was developed through visible light-promoted photoredox catalysis, providing a convenient method for the synthesis of unnatural α-amino acids....

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.

Recent Advances in Stereoselective Synthesis and Application of β-Amino Acids

2009 ◽  
Vol 41 (6) ◽  
pp. 429-478 ◽  
Author(s):  
Brad E. Sleebs ◽  
T. T. Van Nguyen ◽  
Andrew B. Hughes
Keyword(s):  
Amino Acids ◽  
Stereoselective Synthesis ◽  
Recent Advances
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