ChemInform Abstract: Chiral Auxiliaries with a Switching Center: New Tools in Asymmetric Synthesis. Application to the Synthesis of Enantiomerically Pure (R)- and (S)-α-Amino Acids.

ChemInform ◽  
2010 ◽  
Vol 30 (15) ◽  
pp. no-no
Author(s):  
Luc Meyer ◽  
Jean-Marie Poirier ◽  
Pierre Duhamel ◽  
Lucette Duhamel
Keyword(s):  
Amino Acids ◽  
Asymmetric Synthesis ◽  
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%).

Rapid asymmetric synthesis of amino acids via NiII complexes based on new fluorine containing chiral auxiliaries

2010 ◽  
Vol 21 (24) ◽  
pp. 2956-2965 ◽  
Author(s):  
Ashot S. Saghyan ◽  
Ani S. Dadayan ◽  
Slavik A. Dadayan ◽  
Anna F. Mkrtchyan ◽  
Arpine V. Geolchanyan ◽  
...  
Keyword(s):  
Amino Acids ◽  
Asymmetric Synthesis ◽  
Chiral Auxiliaries

ChemInform Abstract: Preparation of Enantiomerically Pure Perfluorobutanesulfinamide and Its Application to the Asymmetric Synthesis of α-Amino Acids.

ChemInform ◽  
2016 ◽  
Vol 47 (28) ◽  
Author(s):  
Apiwat Wangweerawong ◽  
Joshua R. Hummel ◽  
Robert G. Bergman ◽  
Jonathan A. Ellman
Keyword(s):  
Amino Acids ◽  
Asymmetric Synthesis ◽  
Enantiomerically Pure

scholarly journals Preparation of Enantiomerically Pure Perfluorobutanesulfinamide and Its Application to the Asymmetric Synthesis of α-Amino Acids

2016 ◽  
Vol 81 (4) ◽  
pp. 1547-1557 ◽  
Author(s):  
Apiwat Wangweerawong ◽  
Joshua R. Hummel ◽  
Robert G. Bergman ◽  
Jonathan A. Ellman
Keyword(s):  
Amino Acids ◽  
Asymmetric Synthesis ◽  
Enantiomerically Pure

Halo-substituted (S)-N-(2-benzoylphenyl)-1-benzylpyrrolidine-2-carboxamides as New Chiral Auxiliaries for the Asymmetric Synthesis of (S)-α-Amino Acids.

ChemInform ◽  
2003 ◽  
Vol 34 (12) ◽  
Author(s):  
Yu. N. Belokon ◽  
V. I. Maleev ◽  
A. A. Petrosyan ◽  
T. F. Savel'eva ◽  
N. S. Ikonnikov ◽  
...  
Keyword(s):  
Amino Acids ◽  
Asymmetric Synthesis ◽  
Chiral Auxiliaries
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