ChemInform Abstract: Asymmetric Alkylation of N-Acylsultams. A General Route to Enantiomerically Pure Crystalline C(α,α)-Disubstituted Carboxylic Acid Derivatives.

ChemInform ◽  
1990 ◽  
Vol 21 (20) ◽  
Author(s):  
W. OPPOLZER ◽  
R. MORETTI ◽  
S. THOMI
Keyword(s):  
Carboxylic Acid ◽  
Enantiomerically Pure ◽  
Asymmetric Alkylation

π-Facial Selectivity in 1,3-Dipolar Cycloaddition Reactions of α-Methylidene-γ-lactone Substituted by 4-Methyl-2,6,7-trioxabicyclo[2.2.2]octan-1-yl Group in γ-Position

2002 ◽  
Vol 67 (3) ◽  
pp. 353-364 ◽  
Author(s):  
Petr Melša ◽  
Ctibor Mazal
Keyword(s):  
Double Bond ◽  
Carboxylic Acid ◽  
Nitrile Oxide ◽  
Dipolar Cycloaddition ◽  
Cycloaddition Reactions ◽  
Enantiomerically Pure ◽  
Nitrile Imine ◽  
Facial Selectivity ◽  
Excellent Selectivity

Diastereoselectivity of 1,3-dipolar cycloaddition reactions of benzyl azide, diazomethane, a nitrile oxide and a nitrile imine to α-methylidene-γ-lactone dipolarophile was effectively controlled by a bulky γ-substituent, 4-methyl-2,6,7-trioxabicyclo[2.2.2]octan-1-yl in γ-position of the dipolarophile. The dipoles added from the less hindered face of the double bond with an excellent selectivity. Enantiomerically pure dipolarophile was prepared from the easily available (S)-5-oxotetrahydrohydrofuran-2-carboxylic acid.

scholarly journals Enantiomeric Resolution and Absolute Configuration of a Chiral δ-Lactam, Useful Intermediate for the Synthesis of Bioactive Compounds

Molecules ◽  
2020 ◽  
Vol 25 (24) ◽  
pp. 6023
Author(s):  
Roberta Listro ◽  
Giacomo Rossino ◽  
Serena Della Volpe ◽  
Rita Stabile ◽  
Massimo Boiocchi ◽  
...  
Keyword(s):  
Carboxylic Acid ◽  
Bioactive Compounds ◽  
Absolute Configuration ◽  
Chiral Center ◽  
Reference Compound ◽  
Enantiomeric Resolution ◽  
Enantiomerically Pure ◽  
X Ray ◽  
The Past ◽  
Configuration Assignment

During the past several years, the frequency of discovery of new molecular entities based on γ- or δ-lactam scaffolds has increased continuously. Most of them are characterized by the presence of at least one chiral center. Herein, we present the preparation, isolation and the absolute configuration assignment of enantiomeric 2-(4-bromophenyl)-1-isobutyl-6-oxopiperidin-3-carboxylic acid (trans-1). For the preparation of racemic trans-1, the Castagnoli-Cushman reaction was employed. (Semi)-preparative enantioselective HPLC allowed to obtain enantiomerically pure trans-1 whose absolute configuration was assigned by X-ray diffractometry. Compound (+)-(2R,3R)-1 represents a reference compound for the configurational study of structurally related lactams.

Efficient Synthesis of Racemic and Enantiomerically Pure 1,2,3,4-Tetrahydroisoquinoline-3-carboxylic Acid and Esters

Synthesis ◽  
1992 ◽  
Vol 1992 (11) ◽  
pp. 1157-1160 ◽  
Author(s):  
B. O. T. Kammermeier ◽  
U. Lerch ◽  
Chr. Sommer
Keyword(s):  
Carboxylic Acid ◽  
Efficient Synthesis ◽  
Enantiomerically Pure

ChemInform Abstract: Conformationally Constrained Dipeptides. Obtention of Enantiomerically Pure 6-Acetamido-5-oxo-1,2,3,5,6,7-hexahydro-3-indolizine Carboxylic Acid.

ChemInform ◽  
2010 ◽  
Vol 32 (21) ◽  
pp. no-no
Author(s):  
Regis Millet ◽  
Emmanuelle Meulon ◽  
Laurence Goossens ◽  
Raymond Houssin ◽  
Jean-Pierre Henichart ◽  
...  
Keyword(s):  
Carboxylic Acid ◽  
Conformationally Constrained ◽  
Enantiomerically Pure

scholarly journals Enantioselective Recognition of Amino Acids by Enantiomerically Pure Calix[4]arene Carboxylic Acid or Their Diastereomerically Pure N-(1-Phenyl)­ethyl Amides

2013 ◽  
Vol 6 (3) ◽  
pp. 227-233 ◽  
Author(s):  
Elena A. Andreyko ◽  
Ivan I. Stoikov ◽  
Igor S. Antipin ◽  
Andrii O. Karpus ◽  
Anton M. Sikorsky ◽  
...  
Keyword(s):  
Amino Acids ◽  
Carboxylic Acid ◽  
Enantiomerically Pure ◽  
Enantioselective Recognition
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