ChemInform Abstract: A Novel Oxidative Ring-Opening Reaction of Isoxazolidines: Syntheses of β-Amino Ketones and β-Amino Acid Esters from Secondary Amines.

ChemInform ◽  
1989 ◽  
Vol 20 (21) ◽  
Author(s):  
S. MURAHASHI ◽  
Y. KODERA ◽  
T. HOSOMI
Keyword(s):  
Amino Acid ◽  
Ring Opening ◽  
Secondary Amines ◽  
Amino Acid Esters ◽  
Ring Opening Reaction ◽  
Acid Esters

ChemInform Abstract: Non-Lewis Acid Catalyzed Epoxide Ring Opening with Amino Acid Esters.

ChemInform ◽  
2009 ◽  
Vol 40 (40) ◽  
Author(s):  
Christine Philippe ◽  
Thierry Milcent ◽  
Benoit Crousse ◽  
Daniele Bonnet-Delpon
Keyword(s):  
Amino Acid ◽  
Lewis Acid ◽  
Ring Opening ◽  
Epoxide Ring ◽  
Amino Acid Esters ◽  
Epoxide Ring Opening ◽  
Acid Catalyzed ◽  
Acid Esters

Kinetic Resolution of 5-Substituted Oxazinones with Bifunctional Chiral Base/Squaramide Organocatalysts

Synlett ◽  
2017 ◽  
Vol 28 (11) ◽  
pp. 1278-1281 ◽  
Author(s):  
Albrecht Berkessel ◽  
Serap Eröksüz ◽  
Jörg Neudörfl
Keyword(s):  
Amino Acids ◽  
Amino Acid ◽  
Ring Opening ◽  
Kinetic Resolution ◽  
Amino Acid Esters ◽  
Acid Esters

5-Substituted oxazinones provide N-protected β2-amino acid esters upon alcoholytic ring opening. Thus far, this access to enantiopure β2-amino acids has been restricted to the use of enzymes (hydrolases) as catalysts for the kinetic resolution of racemic 5-substituted oxazinones, and branched alkyl or ortho-substituted aryl groups on the substrate oxazinone’s 5-position were typically not tolerated. We herein report that certain bifunctional chiral base/squaramide organocatalysts, in particular those derived from cis-1,2-diaminocyclohexane or 9-amino-9-epi-quinine, allow the first organocatalytic kinetic resolution of this ‘difficult’ class of oxazinone substrates, affording N-protected β2-amino acid esters with selectivity factors up to 43.

Two-Step Synthesis of α,β-Unsaturated γ-Amino Acid Esters via N-Heterocyclic Carbene Catalyzed [4+2] Cycloaddition of Enals and Nitroso Compounds

Synthesis ◽  
2017 ◽  
Vol 50 (01) ◽  
pp. 127-133
Author(s):  
Dieter Enders ◽  
Qiang Liu ◽  
Xiang-Yu Chen ◽  
Sun Li ◽  
Fabrizio Vetica ◽  
...  
Keyword(s):  
Amino Acid ◽  
Ring Opening ◽  
Nitroso Compounds ◽  
Amino Acid Esters ◽  
Efficient Strategy ◽  
Acid Catalyzed ◽  
Aromatic Nitroso Compounds ◽  
Subsequent Acid ◽  
Acid Esters

An efficient strategy for the synthesis of various of α,β-unsaturated γ-amino acid esters has been established employing N-heterocyclic carbene catalyzed [4+2] cycloadditions of β-methyl enals and aromatic nitroso compounds to afford 1,2-oxazin-6-ones in good yields. A subsequent acid-catalyzed esterification under ring opening yields the γ-amino enoates in good yields.

Non Lewis acid catalysed epoxide ring opening with amino acid esters

2009 ◽  
Vol 7 (10) ◽  
pp. 2026 ◽  
Author(s):  
Christine Philippe ◽  
Thierry Milcent ◽  
Benoit Crousse ◽  
Danièle Bonnet-Delpon
Keyword(s):  
Amino Acid ◽  
Lewis Acid ◽  
Ring Opening ◽  
Epoxide Ring ◽  
Amino Acid Esters ◽  
Epoxide Ring Opening ◽  
Acid Esters

Asymmetric Preparation of anti-β-Hydroxyα-amino Acid Esters

Synfacts ◽  
2006 ◽  
Vol 2006 (12) ◽  
pp. 1253-1253
Author(s):  
Y. Hamada ◽  
K. Makino ◽  
M. Iwasaki
Keyword(s):  
Amino Acid ◽  
Amino Acid Esters ◽  
Acid Esters

Antiviral activity of glycyrrhizic acid conjugates with amino acid esters against Zika virus

2021 ◽  
Vol 294 ◽  
pp. 198290
Author(s):  
Lidia A. Baltina ◽  
Mann-Jen Hour ◽  
Ya-Chi Liu ◽  
Young-Sheng Chang ◽  
Su-Hua Huang ◽  
...  
Keyword(s):  
Amino Acid ◽  
Antiviral Activity ◽  
Zika Virus ◽  
Glycyrrhizic Acid ◽  
Amino Acid Esters ◽  
Acid Esters
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