scholarly journals Determination of absolute configuration of secondary alcohols using new chiral auxiliary and chemical shift calculation

2006 ◽  
Vol 47 (10) ◽  
pp. 1519-1523 ◽  
Author(s):  
Hajime Iwamoto ◽  
Yuka Kobayashi ◽  
Takefumi Kawatani ◽  
Masataka Suzuki ◽  
Yoshimasa Fukazawa
Keyword(s):  
Chemical Shift ◽  
Absolute Configuration ◽  
Chiral Auxiliary ◽  
Secondary Alcohols ◽  
Determination Of Absolute Configuration ◽  
Shift Calculation

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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