Asymmetric Synthesis of 3-Substituted Proline Chimeras Bearing Polar Side Chains of Proteinogenic Amino Acids

2004 ◽  
Vol 69 (23) ◽  
pp. 7940-7948 ◽  
Author(s):  
Jean Quancard ◽  
Aurélie Labonne ◽  
Yves Jacquot ◽  
Gérard Chassaing ◽  
Solange Lavielle ◽  
...  
Keyword(s):  
Amino Acids ◽  
Asymmetric Synthesis ◽  
Side Chains

scholarly journals 2-Phenyl-tetrahydropyrimidine-4(1H)-ones – cyclic benzaldehyde aminals as precursors for functionalised β2-amino acids

2009 ◽  
Vol 5 ◽  
Author(s):  
Markus Nahrwold ◽  
Arvydas Stončius ◽  
Anna Penner ◽  
Beate Neumann ◽  
Hans-Georg Stammler ◽  
...  
Keyword(s):  
Amino Acids ◽  
Amino Acid ◽  
Asymmetric Synthesis ◽  
Side Chains ◽  
Acid Labile

Novel procedures have been developed to condense benzaldehyde effectively with β-amino acid amides to cyclic benzyl aminals. Double carbamate protection of the heterocycle resulted in fully protected chiral β-alanine derivatives. These serve as universal precursors for the asymmetric synthesis of functionalised β2-amino acids containing acid-labile protected side chains. Diastereoselective alkylation of the tetrahydropyrimidinone is followed by a chemoselective two step degradation of the heterocycle to release the free β2-amino acid. In the course of this study, an L-asparagine derivative was condensed with benzaldehyde and subsequently converted to orthogonally protected (R)-β2-homoaspartate.

Asymmetric synthesis of novel α-amino acids with β-branched side chains

2007 ◽  
Vol 17 (9) ◽  
pp. 2401-2403 ◽  
Author(s):  
Minsheng Zhang ◽  
Alex Porte ◽  
George Diamantidis ◽  
Kimberly Sogi ◽  
Dennis Kubrak ◽  
...  
Keyword(s):  
Amino Acids ◽  
Asymmetric Synthesis ◽  
Side Chains

Chiral Alkoxy Side Chains from (-)-Amino Acids in Mediating Asymmetric Synthesis of Tricarbonyl(cyclohexadienyl)iron Complexes

1997 ◽  
Vol 44 (5) ◽  
pp. 503-505 ◽  
Author(s):  
Tsu-Hsin Chang ◽  
Chien-Ren Kuo ◽  
Chi-Wi Ong
Keyword(s):  
Amino Acids ◽  
Asymmetric Synthesis ◽  
Iron Complexes ◽  
Side Chains

Asymmetric Synthesis of Novel α-Amino Acids with β-Branched Side Chains.

ChemInform ◽  
2007 ◽  
Vol 38 (36) ◽  
Author(s):  
Minsheng Zhang ◽  
Alex Porte ◽  
George Diamantidis ◽  
Kimberly Sogi ◽  
Dennis Kubrak ◽  
...  
Keyword(s):  
Amino Acids ◽  
Asymmetric Synthesis ◽  
Side Chains

Total asymmetric synthesis of highly constrained amino acids β-isopropyl-2′,6′-dimethyl-tyrosines

1997 ◽  
Vol 38 (29) ◽  
pp. 5135-5138 ◽  
Author(s):  
Yinglin Han ◽  
Subo Liao ◽  
Wei Qiu ◽  
Chaozhong Cai ◽  
Victor J. Hruby
Keyword(s):  
Amino Acids ◽  
Asymmetric Synthesis ◽  
Constrained Amino Acids

ChemInform Abstract: Asymmetric Synthesis via Heterocyclic Intermediates. Part 52. Synthesis of tert-Leucine and Related Amino Acids.

ChemInform ◽  
2010 ◽  
Vol 24 (46) ◽  
pp. no-no
Author(s):  
U. GROTH ◽  
T. HUHN ◽  
B. PORSCH ◽  
C. SCHMECK ◽  
U. SCHOELLKOPF
Keyword(s):  
Amino Acids ◽  
Asymmetric Synthesis

ChemInform Abstract: Asymmetric Synthesis of Trifluoromethyl-Piperidine Based γ-Amino Acids and of Trifluoromethyl-Indolizidines.

ChemInform ◽  
2013 ◽  
Vol 44 (24) ◽  
pp. no-no
Author(s):  
Wahid Bux Jatoi ◽  
Agnes Desiront ◽  
Aurelie Job ◽  
Yves Troin ◽  
Jean-Louis Canet
Keyword(s):  
Amino Acids ◽  
Asymmetric Synthesis
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