ChemInform Abstract: Stereoselective α-Alkylation of New Chiral Auxiliaries: An Access to Enantiomerically Pure α- and α,β-Substituted β-Amino Acids.

ChemInform ◽  
2010 ◽  
Vol 31 (5) ◽  
pp. no-no
Author(s):  
Claude Agami ◽  
Sandrine Cheramy ◽  
Luc Dechoux
Keyword(s):  
Amino Acids ◽  
Chiral Auxiliaries ◽  
Enantiomerically Pure

Asymmetric Synthesis of Enantiomerically Enriched a-Amino Acids Containing 2-Furyl- and 2-Thienyl-1,2,4-triazoles in the Side-Chain

2014 ◽  
Vol 69 (4) ◽  
pp. 451-460 ◽  
Author(s):  
Ashot S. Saghyan ◽  
Hayarpi M. Simonyan ◽  
Satenik G. Petrosyan ◽  
Anna F. Mkrtchyan ◽  
Lilit V. Khachatryan ◽  
...  
Keyword(s):  
Amino Acids ◽  
Schiff Base ◽  
Asymmetric Synthesis ◽  
Efficient Method ◽  
Enantiomeric Excess ◽  
Side Chain ◽  
Chiral Auxiliaries ◽  
Enantiomerically Pure ◽  
Dehydroamino Acids ◽  
Hydrolysis Of

An efficient method for the asymmetric synthesis of a-amino acids, containing furyl- and thiophenyl-substituted triazoles in their side-chain, is reported. The strategy relies on Michael addition of 3,4,5-substituted 1,2,4-triazoles to the C=C bond of chiral NiII complexes containing the Schiff base formed from dehydroamino acids (dehydroalanine and (E + Z)-dehydroaminobutyric acid) and from chiral auxiliaries, i. e. (S)-2-N-(N0-benzylprolyl)aminobenzophenone and (S)-2-N- (N0-2-chlorobenzylprolyl) aminobenzophenone. The reactions proceeded with good to very good diastereoselectivity. Hydrolysis of the diastereomeric mixtures of metal complexes afforded the enantiomerically pure a-amino acids with high enantiomeric excess (ee> 98%).

Chiral relay auxiliary for the synthesis of enantiomerically pure α-amino acids

1998 ◽  
pp. 659-660 ◽  
Author(s):  
Steven D. Bull ◽  
Stephen G. Davies ◽  
Simon W. Epstein ◽  
Jacqueline V. A. Ouzman
Keyword(s):  
Amino Acids ◽  
Enantiomerically Pure

ChemInform Abstract: Efficient Procedure for the Reduction of α-Amino Acids to Enantiomerically Pure α-Methylamines.

ChemInform ◽  
2000 ◽  
Vol 31 (49) ◽  
pp. no-no
Author(s):  
Dominick A. Quagliato ◽  
Patrick M. Andrae ◽  
Edward M. Matelan
Keyword(s):  
Amino Acids ◽  
Efficient Procedure ◽  
Enantiomerically Pure

1,3-diastereocontrol with bromoallenes. Synthesis of enantiomerically pure β-branched α-amino acids

1994 ◽  
Vol 35 (42) ◽  
pp. 7775-7778 ◽  
Author(s):  
Fabiana D'Aniello ◽  
André Mann ◽  
Maurizio Taddei ◽  
Camille-Georges Wermuth
Keyword(s):  
Amino Acids ◽  
Enantiomerically Pure
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