ChemInform Abstract: Studies on the Absolute Configuration and the Enantiomeric Purity of the Antibiotic Heptelidic Acid.

ChemInform ◽  
2010 ◽  
Vol 30 (11) ◽  
pp. no-no
Author(s):  
G. Riehs ◽  
G. Ecker ◽  
E. Urban
Keyword(s):  
Absolute Configuration ◽  
Enantiomeric Purity ◽  
The Absolute ◽  
Heptelidic Acid

scholarly journals Synthesis of enantiomerically enriched (R)-13C-labelled 2-aminoisobutyric acid (Aib) by conformational memory in the alkylation of a derivative of L-alanine

2011 ◽  
Vol 7 ◽  
pp. 1304-1309 ◽  
Author(s):  
Stephen P Fletcher ◽  
Jordi Solà ◽  
Dean Holt ◽  
Robert A Brown ◽  
Jonathan Clayden
Keyword(s):  
Amino Acids ◽  
Absolute Configuration ◽  
Enantiomeric Purity ◽  
Methyl Groups ◽  
Aminoisobutyric Acid ◽  
The Absolute ◽  
Conformational Memory ◽  
Enantioselective Alkylation ◽  
Derivatives Of

The method of Kouklovsky and coworkers for the enantioselective alkylation of cyclic N-naphthoyl derivatives of amino acids was used to introduce a 13C label into one of the two enantiotopic methyl groups of 2-aminoisobutyric acid (Aib) by retentive alkylation of L-alanine with 13CH3I. Conditions were identified for optimization of yield and enantiomeric purity, and the absolute configuration of the labelled product was established.

Pigments of Fungi. LII Anisochiral Flavomannin 6,6′,8-Tri-O-methyl Ether from an Australian Dermocybe Toadstool

1999 ◽  
Vol 52 (8) ◽  
pp. 749 ◽  
Author(s):  
Malcolm S. Buchanan ◽  
Melvyn Gill ◽  
Alberto Gimenez ◽  
Somphone Phonh-Axa ◽  
Evelin Raudies ◽  
...  
Keyword(s):  
Natural Product ◽  
Methyl Ether ◽  
Absolute Configuration ◽  
Enantiomeric Purity ◽  
Chemical Degradation ◽  
Spectroscopic Methods ◽  
Fruiting Bodies ◽  
The Absolute

Flavomannin 6,6′,8-tri-O-methyl ether occurs in the fruiting bodies of the Australian toadstool Dermocybe sp. WAT 24274 as an anisochiral mixture of the (3S,3′S,P)- and (3R,3′R,M)-enantiomers (5) and (7), respectively, in which the former predominates to the extent of 50% e.e. The structure of the natural product is determined by spectroscopic methods and the absolute configuration and enantiomeric purity are deduced from the c.d. spectrum and by chemical degradation of the natural product to a mixture of stereoisomeric dihydroanthracenones that has been analysed by chiral h.p.l.c.

Determination of the absolute configuration and enantiomeric purity of alcohols from the13C-NMR spectra of the corresponding MTPA esters

Chirality ◽  
1990 ◽  
Vol 2 (3) ◽  
pp. 175-184 ◽  
Author(s):  
G. L. Lemière ◽  
J. J. Willaert ◽  
R. A. Dommisse ◽  
J. A. Lepoivre ◽  
F. C. Alderweireldt
Keyword(s):  
Absolute Configuration ◽  
Nmr Spectra ◽  
Enantiomeric Purity ◽  
The Absolute

Enantiospecific synthesis of optically pure (S)-(+)-3-hydroxy-1-phenyl-1-butanone by bakers' yeast reduction

1986 ◽  
Vol 64 (8) ◽  
pp. 1599-1601 ◽  
Author(s):  
Robert Chênevert ◽  
Sonia Thiboutot
Keyword(s):  
Absolute Configuration ◽  
Shift Reagent ◽  
Enantiomeric Purity ◽  
Nmr Analysis ◽  
Chiral Shift Reagent ◽  
Enantiospecific Synthesis ◽  
The Absolute ◽  
Optically Pure

Bakers' yeast reduces 1-phenyl-1,3-butanedione with high chemo- and enantio-selectivity to give (S)-(+)-3-hydroxy-1-phenyl-1-butanone. The enantiomeric purity (> 98%) was determined by nmr analysis using a chiral shift reagent and the absolute configuration was determined by correlation with ethyl (S)-(+)-3-hydroxybutyrate.

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