ChemInform Abstract: Enantioselective Synthesis and Determination of the Absolute Configuration of Natural (-)-Elegansidiol (V).

ChemInform ◽  
2010 ◽  
Vol 33 (15) ◽  
pp. no-no
Author(s):  
Gerard Audran ◽  
Jean-Marie Galano ◽  
Honore Monti
2021 ◽  
Author(s):  
Eryn Nelson ◽  
Jeffrey S. S. K. Formen ◽  
Christian Wolf

The widespread occurrence and significance of chiral compounds does not only require new methods for their enantioselective synthesis but also efficient tools that allow rapid determination of the absolute configuration,...


2002 ◽  
Vol 13 (13) ◽  
pp. 1411-1415 ◽  
Author(s):  
Giuliana Cardillo ◽  
Serena Fabbroni ◽  
Luca Gentilucci ◽  
Massimo Gianotti ◽  
Rossana Perciaccante ◽  
...  

2020 ◽  
Vol 18 (18) ◽  
pp. 3463-3465 ◽  
Author(s):  
Kristina Melnik ◽  
Christopher Grimm ◽  
Johannes Wittbrodt ◽  
Joachim Ruther ◽  
Stefan Schulz

The parasitoid wasp Urolepis rufipes uses terminally oxidized dihydrolinalool as a sex pheromone. The absolute configuration of the active enantiomer was established as 2S,6S by synthesis and its pheromonal activity was proven in a bioassay.


2020 ◽  
Vol 23 (26) ◽  
pp. 2960-2968
Author(s):  
Renáta Kertiné Ferenczi ◽  
Tünde-Zita Illyés ◽  
Sándor Balázs Király ◽  
Gyula Hoffka ◽  
László Szilágyi ◽  
...  

The reported enantioselective synthesis for the preparation of (+)-(2R,3R)-2-(4- hydroxy-3-methoxyphenyl)-3-hydroxymethyl-1,4-benzodioxane-6-carbaldehyde, precursor for the stereoselective synthesis of bioactive flavanolignans, could not be reproduced. Thus, the target molecule was prepared via the synthesis and separation of diastereomeric O-glucosides. TDDFT-ECD calculations and the 1,4-benzodioxane helicity rule were utilized to determine the absolute configuration. ECD calculations also confirmed that the 1Lb Cotton effect is governed by the helicity of the heteroring, while the higher-energy ECD transitions reflect mainly the orientation of the equatorial C-2 aryl group.


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