Asymmetric NHC-Catalyzed Aza-Diels–Alder Reactions: Highly Enantioselective Route to α-Amino Acid Derivatives and DFT Calculations

2014 ◽  
Vol 16 (15) ◽  
pp. 3872-3875 ◽  
Author(s):  
Limin Yang ◽  
Fei Wang ◽  
Richmond Lee ◽  
Yunbo Lv ◽  
Kuo-Wei Huang ◽  
...  
Keyword(s):  
Amino Acid ◽  
Dft Calculations ◽  
Diels Alder ◽  
Amino Acid Derivatives

ChemInform Abstract: Asymmetric NHC-Catalyzed Aza-Diels-Alder Reactions: Highly Enantioselective Route to α-Amino Acid Derivatives and DFT Calculations.

ChemInform ◽  
2015 ◽  
Vol 46 (4) ◽  
pp. no-no
Author(s):  
Limin Yang ◽  
Fei Wang ◽  
Richmond Lee ◽  
Yunbo Lv ◽  
Kuo-Wei Huang ◽  
...  
Keyword(s):  
Amino Acid ◽  
Dft Calculations ◽  
Diels Alder ◽  
Amino Acid Derivatives

The aza-Diels–Alder reaction protocol—a useful approach to chiral, sterically constrained α-amino acid derivatives

Tetrahedron ◽  
2001 ◽  
Vol 57 (30) ◽  
pp. 6399-6406 ◽  
Author(s):  
Sophie K Bertilsson ◽  
Jenny K Ekegren ◽  
Stefan A Modin ◽  
Pher G Andersson
Keyword(s):  
Amino Acid ◽  
Alder Reaction ◽  
Diels Alder ◽  
Amino Acid Derivatives ◽  
Diels Alder Reaction

scholarly journals Gold(iii) tetraarylporphyrin amino acid derivatives: ligand or metal centred redox chemistry?

2016 ◽  
Vol 7 (1) ◽  
pp. 596-610 ◽  
Author(s):  
Sebastian Preiß ◽  
Jascha Melomedov ◽  
Anica Wünsche von Leupoldt ◽  
Katja Heinze
Keyword(s):  
Amino Acid ◽  
Dft Calculations ◽  
Epr Spectroscopy ◽  
Redox Chemistry ◽  
Amino Acid Derivatives

EPR spectroscopy and DFT calculations show that the site of reduction of porphyrinato gold(iii) complexes depends on the counterions X, themesosubstituents R and the solvent.

Diels–alder approach to tetralin-based constrained α-amino acid derivatives

2000 ◽  
Vol 10 (15) ◽  
pp. 1755-1757 ◽  
Author(s):  
Sambasivarao Kotha ◽  
Thota Ganesh ◽  
Arun Kumar Ghosh
Keyword(s):  
Amino Acid ◽  
Diels Alder ◽  
Amino Acid Derivatives

ChemInform Abstract: Diels-Alder Approach to Tetralin-Based Constrained α-Amino Acid Derivatives.

ChemInform ◽  
2000 ◽  
Vol 31 (44) ◽  
pp. no-no
Author(s):  
Sambasivarao Kotha ◽  
Thota Ganesh ◽  
Arun Kumar Ghosh
Keyword(s):  
Amino Acid ◽  
Diels Alder ◽  
Amino Acid Derivatives

scholarly journals A mechanochemical approach to access the proline–proline diketopiperazine framework

2017 ◽  
Vol 13 ◽  
pp. 2169-2178 ◽  
Author(s):  
Nicolas Pétry ◽  
Hafid Benakki ◽  
Eric Clot ◽  
Pascal Retailleau ◽  
Farhate Guenoun ◽  
...  
Keyword(s):  
Amino Acid ◽  
Dft Calculations ◽  
Nucleophilic Substitution ◽  
Ball Milling ◽  
Building Block ◽  
Ball Mill ◽  
Amino Acid Derivatives ◽  
Solvent Free Conditions ◽  
Proline Amino Acid ◽  
High Stereoselectivity

Ball milling was exploited to prepare a substituted proline building block by mechanochemical nucleophilic substitution. Subsequently, the mechanocoupling of hindered proline amino acid derivatives was developed to provide proline–proline dipeptides under solvent-free conditions. A deprotection–cyclization sequence yielded the corresponding diketopiperazines that were obtained with a high stereoselectivity which could be explained by DFT calculations. Using this method, an enantiopure disubstituted Pro–Pro diketopiperazine was synthesized in 4 steps, making 5 new bonds using a ball mill.

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