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.

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

1998 ◽  
Vol 63 (23) ◽  
pp. 8094-8095 ◽  
Author(s):  
Luc Meyer ◽  
Jean-Marie Poirier ◽  
Pierre Duhamel ◽  
Lucette Duhamel
Keyword(s):  
Amino Acids ◽  
Asymmetric Synthesis ◽  
Chiral Auxiliaries ◽  
Enantiomerically Pure

Scale-up Synthesis of (R)- and (S)-N-(2-Benzoyl-4-chlorophenyl)-1-(3,4-dichlorobenzyl)pyrrolidine-2-carboxamide Hydrochloride, A Versatile Reagent for the Preparation of Tailor-Made α- and β-Amino Acids in an Enantiomerically Pure Form

2017 ◽  
Vol 21 (5) ◽  
pp. 732-739 ◽  
Author(s):  
Todd T. Romoff ◽  
Andrew B. Palmer ◽  
Noel Mansour ◽  
Christopher J. Creighton ◽  
Toshio Miwa ◽  
...  
Keyword(s):  
Amino Acids ◽  
Scale Up ◽  
Pure Form ◽  
Enantiomerically Pure ◽  
Versatile Reagent

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

Synthesis of fluorine-containing α-amino acids in enantiomerically pure form via homologation of Ni(II) complexes of glycine and alanine Schiff bases

2013 ◽  
Vol 155 ◽  
pp. 21-38 ◽  
Author(s):  
José Luis Aceña ◽  
Alexander E. Sorochinsky ◽  
Hiroki Moriwaki ◽  
Tatsunori Sato ◽  
Vadim A. Soloshonok
Keyword(s):  
Amino Acids ◽  
Schiff Bases ◽  
Pure Form ◽  
Enantiomerically Pure

ChemInform Abstract: Asymmetric Synthesis Employing a Chiral 5-Methoxy-1,4-oxazin-2-one Derivative: Preparation of Enantiomerically Pure α-Quaternary α-Amino Acids.

ChemInform ◽  
2010 ◽  
Vol 30 (47) ◽  
pp. no-no
Author(s):  
Oliver Achatz ◽  
Andrea Grandl ◽  
Klaus Theodor Wanner
Keyword(s):  
Amino Acids ◽  
Asymmetric Synthesis ◽  
Enantiomerically Pure

ChemInform Abstract: Synthesis of a New Type of Conformationally Constrained α,α -Disubstituted-β-amino Acids and β-Lactams in Enantiomerically Pure Form.

ChemInform ◽  
2010 ◽  
Vol 26 (43) ◽  
pp. no-no
Author(s):  
A. AVENOZA ◽  
C. CATIVIELA ◽  
M. PARIS ◽  
J. M. PEREGRINA
Keyword(s):  
Amino Acids ◽  
Pure Form ◽  
Conformationally Constrained ◽  
Enantiomerically Pure ◽  
New Type

Rapid access to cis-cyclobutane γ-amino acids in enantiomerically pure form

2011 ◽  
Vol 52 (12) ◽  
pp. 1253-1255 ◽  
Author(s):  
Virginie André ◽  
Anne Vidal ◽  
Jean Ollivier ◽  
Sylvie Robin ◽  
David J. Aitken
Keyword(s):  
Amino Acids ◽  
Pure Form ◽  
Enantiomerically Pure ◽  
Rapid Access
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