Synthesis and Application of Methyl Itaconate‒Anthracene Adducts in Configuration Assignment of Chiral Secondary Alcohols by 1H NMR

2021 ◽  
Author(s):  
Puracheth Rithchumpon ◽  
Neeranuth Intakaew ◽  
Nopawit Khamto ◽  
Saranphong Yimklan ◽  
Piyarat Nimmanpipug ◽  
...  
Keyword(s):  
1H Nmr ◽  
Absolute Configuration ◽  
Secondary Alcohols ◽  
The Novel ◽  
H Nmr ◽  
Configuration Assignment ◽  
The Absolute

The novel chiral derivatising agents (CDAs) as methyl itaconate‒anthracene adducts (MIAs) were reported for the absolute configuration determination of chiral secondary alcohols by 1H NMR technique. These adducts were facilely...

A new approach for the determination of the absolute configuration of secondary alcohols by 1H NMR with O-substituted mandelate derivatives

1998 ◽  
Vol 39 (13) ◽  
pp. 1759-1762 ◽  
Author(s):  
Isabelle Chataigner ◽  
Jacques Lebreton ◽  
Didier Durand ◽  
André Guingant ◽  
Jean Villiéras
Keyword(s):  
1H Nmr ◽  
Absolute Configuration ◽  
Secondary Alcohols ◽  
New Approach ◽  
The Absolute

1H—NMR-spektroskopische Bestimmung der diastereomeren Reinheit und der absoluten Konfiguration am Phosphoratom von tButyl-phenyl-phosphinsäure-(—)-menthylester / Determination of the Diastereomeric Purity and the Absolute Configuration at Phosphorus of tButyl-phenyl-phosphinic Acid (—)-Menthyl Ester by Means of 1H NMR Spectroscopy

1977 ◽  
Vol 32 (5) ◽  
pp. 589-593 ◽  
Author(s):  
Reiner Luckenbach ◽  
Hans-H. Bechtolsheimer
Keyword(s):  
Nmr Spectroscopy ◽  
1H Nmr ◽  
Absolute Configuration ◽  
1H Nmr Spectroscopy ◽  
Nmr Spectra ◽  
Phosphinic Acid ◽  
H Nmr ◽  
The Absolute ◽  
Diastereomeric Purity

The preparation and separation into diastereomers of tbutyl-phenyl-phosphinic acid (—)-menthyl ester (1a) is reported. The diastereomeric purity as well as the absolute configuration at phosphorus of 1 a can be deduced from the detailed analysis of the 1H NMR spectra of samples of 1a differing in their diastereomer ratios.

scholarly journals Determination of Absolute Stereochemistry of Natural Alicyclic Glycosides by 1H NMR Spectroscopy without Application of Chiral Reagents – An Indication

2011 ◽  
Vol 6 (5) ◽  
pp. 1934578X1100600 ◽  
Author(s):  
Tatyana N. Makarieva ◽  
Larisa K. Shubina ◽  
Alla G. Guzii ◽  
Natalya V. Ivanchina ◽  
Vladimir A. Denisenko ◽  
...  
Keyword(s):  
Nmr Spectroscopy ◽  
1H Nmr ◽  
Absolute Configuration ◽  
1H Nmr Spectroscopy ◽  
Nmr Spectra ◽  
H Nmr ◽  
Steroid Glycosides ◽  
The Absolute ◽  
Absolute Stereochemistry

A study has been made of the 1H NMR spectra of peracetylated β-glucopyranosides and α-arabinopyranosides obtained by reaction of D- and L-glucoses, and L- and D-arabinoses with either ( R)- or ( S)-2-octanols. The obtained and literature data show that 1H NMR spectra may be used to determine the absolute configuration of the aglycone moieties of some alicyclic glycosides without the need to synthesize derivatives with chiral reagents, as long as the absolute configuration of their monosaccharide moiety is known or vice versa. Spectra of marine steroid glycosides and their acetates containing glycosylated side chains as alicyclic fragments were also examined. It was shown that analysis of 1H NMR spectra for the determination of the absolute configuration is more applicable in the cases when glycosides have the same substitution in the D-ring of the aglycone moiety.

2-Cyano-2-indolylpropanoic acid as a chiral derivatizing agent for the absolute configuration assignment of secondary alcohols and primary amines by 1 H NMR and VCD

2017 ◽  
Vol 28 (6) ◽  
pp. 762-782 ◽  
Author(s):  
Claudia I. Bautista-Hernández ◽  
Nayely Trejo-Carbajal ◽  
Erick A. Zúñiga-Estrada ◽  
Alberto Aristeo-Dominguez ◽  
Myriam Meléndez-Rodríguez ◽  
...  
Keyword(s):  
Absolute Configuration ◽  
Primary Amines ◽  
Secondary Alcohols ◽  
H Nmr ◽  
Configuration Assignment ◽  
Derivatizing Agent ◽  
Chiral Derivatizing Agent ◽  
The Absolute

Determination of the absolute configuration of alcohols by low temperature 1H NMR of aryl(methoxy)acetates

1995 ◽  
Vol 6 (1) ◽  
pp. 107-110 ◽  
Author(s):  
J.M. Seco ◽  
Sh. Latypov ◽  
E. Quiñoá ◽  
R. Riguera
Keyword(s):  
Low Temperature ◽  
1H Nmr ◽  
Absolute Configuration ◽  
The Absolute

ChemInform Abstract: Study for the Determination of the Absolute Configuration of Fluoromethylated Secondary Alcohols by the Modified Mosher Method.

ChemInform ◽  
2010 ◽  
Vol 28 (51) ◽  
pp. no-no
Author(s):  
L. XIAO ◽  
T. YAMAZAKI ◽  
T. KITAZUME ◽  
T. YONEZAWA ◽  
Y. SAKAMOTO ◽  
...  
Keyword(s):  
Absolute Configuration ◽  
Secondary Alcohols ◽  
The Absolute

Determination of the absolute configuration of secondary alcohols by modified Horeau's method using HPLC

1989 ◽  
Vol 54 (1) ◽  
pp. 151-159 ◽  
Author(s):  
Aleš Svatoš ◽  
Irena Valterová ◽  
Anna Fábryová ◽  
Jan Vrkoč
Keyword(s):  
Absolute Configuration ◽  
Secondary Alcohols ◽  
Model Compounds ◽  
Defense Substance ◽  
Determination Of Absolute Configuration ◽  
The Absolute

A method for determination of absolute configuration of secondary alcohols, based on a modified Horeau's method, has been developed. The ratio of (1R,2'S)- and (1R,2'R)-N-[1-(1-naphthyl)-ethyl]-2-phenylbutanamides (V and VI, respectively) was determined by HPLC on a straight phase. The method was tested on a series of steroid and terpene model compounds and was used in the determination of absolute configuration of 15-ripperten-3α-ol (XV), the defense substance of Nasutitermes nigriceps termites. The sensibility of the determination is 100 nmol of the alcohol.

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