ChemInform Abstract: Regioselective and Stereoselective Glycidic Oxirane Ring Opening: A New Entry to Optically Pure α-Alkyl α-Hydroxy β-Amino Acid Derivatives.

ChemInform ◽  
2000 ◽  
Vol 31 (40) ◽  
pp. no-no
Author(s):  
Jose L. Garcia Ruano ◽  
Cristina Garcia Paredes
Keyword(s):  
Amino Acid ◽  
Ring Opening ◽  
Oxirane Ring ◽  
Amino Acid Derivatives ◽  
Optically Pure ◽  
New Entry

Diversity-Oriented Synthesis of Highly Functionalized Alicycles across Dipolar Cycloaddition/Metathesis Reaction

Synlett ◽  
2021 ◽  
Author(s):  
Loránd Kiss ◽  
Zsanett Benke ◽  
Melinda Nonn ◽  
Attila M. Remete ◽  
Santos Fustero
Keyword(s):  
Amino Acid ◽  
Ring Opening ◽  
Nitrile Oxide ◽  
Amino Acid Derivatives ◽  
Selective Synthesis ◽  
Chemical Transformations ◽  
Bond Functionalization ◽  
Cross Metathesis ◽  
Chlorosulfonyl Isocyanate ◽  
Biological Potential

AbstractThis Account gives an insight into the selective functionalization of some readily available commercial cyclodienes across simple chemical transformations into functionalized small-molecular scaffolds. The syntheses involved selective cycloadditions, followed by ring-opening metathesis (ROM) of the resulting azetidin-2-one derivatives or isoxazoline frameworks and selective cross metathesis (CM) by discrimination of the C=C bonds on the alkenylated heterocycles. The CM protocols have been described when investigated under various conditions with the purpose on exploring chemodifferentiation of the olefin bonds and a study on the access of the corresponding functionalized β-lactam or isoxazoline derivatives is presented. Due to the expanding importance of organofluorine chemistry in drug research as well as of the high biological potential of β-lactam derivatives several illustrative examples to the access of some fluorine-containing molecular entities is also presented in this synopsis.1 Introduction2 Ring C=C Bond Functionalization of Some Cycloalkene β-Amino Acid Derivatives across Chlorosulfonyl Isocyanate Cycloaddition3 Ring C=C Bond Functionalization of Some Cycloalkene β-Amino Acid Derivatives across Nitrile Oxide Cycloaddition4 Ring C=C Bond Functionalization of Some Cycloalkene β-Amino Acid Derivatives across Metathesis5 Functionalization of sSome Cyclodienes across Nitrile Oxide Cycloaddition6 Selective Synthesis of Functionalized Alicycles across Ring-Opening Metathesis7 Selective Synthesis of Functionalized Alicycles through Cross Metathesis8 Summary and Outlook9 List of Abbreviations

scholarly journals Optically Pure N-Hydroxy-O-triisopropylsilyl-α-L-amino Acid Methyl Esters from AlCl3-Assisted Ring Opening of Chiral Oxaziridines by Nitrogen Containing Nucleophiles.

ChemInform ◽  
2006 ◽  
Vol 37 (18) ◽  
Author(s):  
Maria Luisa Di Gioia ◽  
Antonella Leggio ◽  
Adolfo Le Pera ◽  
Angelo Liguori ◽  
Carlo Siciliano
Keyword(s):  
Amino Acid ◽  
Ring Opening ◽  
Methyl Esters ◽  
Acid Methyl ◽  
Optically Pure ◽  
Amino Acid Methyl Esters

ChemInform Abstract: A New Strategy for the Synthesis of Optically Pure β-Fluoroalkyl β-Amino Acid Derivatives.

ChemInform ◽  
2009 ◽  
Vol 40 (26) ◽  
Author(s):  
Santos Fustero ◽  
Carlos del Pozo ◽  
Silvia Catalan ◽  
Jose Aleman ◽  
Alejandro Parra ◽  
...  
Keyword(s):  
Amino Acid ◽  
Amino Acid Derivatives ◽  
New Strategy ◽  
Optically Pure

scholarly journals Biomimetic enantioselective synthesis of β,β-difluoro-α-amino acid derivatives

2021 ◽  
Vol 4 (1) ◽  
Author(s):  
Qiupeng Peng ◽  
Bingjia Yan ◽  
Fangyi Li ◽  
Ming Lang ◽  
Bei Zhang ◽  
...  
Keyword(s):  
Amino Acid ◽  
Structural Diversity ◽  
Enantioselective Synthesis ◽  
Amino Acid Derivatives ◽  
Proton Shift ◽  
Wide Range ◽  
Fluorine Compounds ◽  
Optically Pure ◽  
High Stereoselectivity ◽  
High Application

AbstractAlthough utilization of fluorine compounds has a long history, synthesis of chiral fluorinated amino acid derivatives with structural diversity and high stereoselectivity is still very appealing and challenging. Here, we report a biomimetic study of enantioselective [1,3]-proton shift of β,β-difluoro-α-imine amides catalyzed by chiral quinine derivatives. A wide range of corresponding β,β-difluoro-α-amino amides were achieved in good yields with high enantioselectivities. The optically pure β,β-difluoro-α-amino acid derivatives were further obtained, which have high application values in the synthesis of fluoro peptides, fluoro amino alcohols and other valuable fluorine-containing molecules.

Living Ring-Opening Metathesis Polymerization of Enantiopure Norbornene-type β-Amino Acid Derivatives

Synlett ◽  
2001 ◽  
Vol 2001 (12) ◽  
pp. 1875-1877 ◽  
Author(s):  
Carsten Bolm ◽  
Christian L. Dinter ◽  
Ingo Schiffers ◽  
Laurent Defrère
Keyword(s):  
Amino Acid ◽  
Ring Opening ◽  
Amino Acid Derivatives ◽  
Ring Opening Metathesis Polymerization ◽  
Metathesis Polymerization
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