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.

scholarly journals Colletinin A and 2,2″-Diepicolletinin A: Two New Bisflavan-3-ols from Rhododendron Collettianum

2008 ◽  
Vol 3 (5) ◽  
pp. 1934578X0800300
Author(s):  
Viqar Uddin Ahmad ◽  
Farman Ullah ◽  
Hidayat Hussain ◽  
Gilles Dujardin ◽  
Arnaud Martel ◽  
...  
Keyword(s):  
Absolute Configuration ◽  
2D Nmr ◽  
Nmr Analysis ◽  
Relative Configuration ◽  
The Absolute

Two new bisflavan-3-ols, named colletinin A (1) and 2,2″-diepicolletinin A (2) have been isolated from Rhododendron collettianum. Their structures were determined by means of 1D and 2D NMR analysis, aided by HREIMS data. The relative configuration was determined by means of 1H-1H NOESY correlation but the absolute configuration could not be established.

A new chiral shift reagent for the determination of enantiomeric excess and absolute configuration in cyanohydrins

2009 ◽  
pp. 1067 ◽  
Author(s):  
Lomary S. Moon ◽  
Ravinder S. Jolly ◽  
Yoganjaneyulu Kasetti ◽  
Prasad V. Bharatam
Keyword(s):  
Absolute Configuration ◽  
Enantiomeric Excess ◽  
Shift Reagent ◽  
Chiral Shift Reagent

Enantiospecific synthesis of (6R, 7S)-diastereoisomer of asperlin

1990 ◽  
Vol 68 (7) ◽  
pp. 1035-1037 ◽  
Author(s):  
Tony K. M. Shing ◽  
Mahmoud Aloui
Keyword(s):  
Absolute Configuration ◽  
Enantiospecific Synthesis ◽  
The Absolute ◽  
Epoxide Formation

An unambiguous synthesis of the (6R,7S)-diastereoisomer of asperlin from D-glucose involving a tandem epoxide formation/intramolecular Wadsworth–Emmons–Horner olefination has established the absolute configuration of the oxirane moiety in natural asperlin as (6S,7R). Keywords: asperlin, synthesis; Wadsworth–Emmons–Horner olefination; epoxide formation.

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