Asymmetric Synthesis with 6-tert-Butyl-5-methoxy-6-methyl-3,6-dihydro-2H-1,4-oxazin-2-one as a New Chiral Glycine Equivalent: Preparation of Enantiomerically Pure α-Tertiary and α-Quaternary α-Amino Acids.

ChemInform ◽  
2003 ◽  
Vol 34 (30) ◽  
Author(s):  
Claus-Juergen Koch ◽  
Sona Simonyiova ◽  
Joerg Pabel ◽  
Annerose Kaertner ◽  
Kurt Polborn ◽  
...  
Keyword(s):  
Amino Acids ◽  
Asymmetric Synthesis ◽  
Enantiomerically Pure ◽  
Tert Butyl

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

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%).

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

Asymmetric synthesis of α-deuterated α-amino acids

2017 ◽  
Vol 15 (33) ◽  
pp. 6978-6983 ◽  
Author(s):  
Ryosuke Takeda ◽  
Hidenori Abe ◽  
Norio Shibata ◽  
Hiroki Moriwaki ◽  
Kunisuke Izawa ◽  
...  
Keyword(s):  
Amino Acids ◽  
Asymmetric Synthesis ◽  
Pure Form ◽  
Enantiomerically Pure

A generalized approach for the preparation of α-2H-α-amino acids in enantiomerically pure form and with up to 99% deuteration is disclosed.

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