Enantioselective synthesis and determination of the absolute configuration of the male sex pheromone of the parasitoid wasp Urolepis rufipes

2020 ◽  
Vol 18 (18) ◽  
pp. 3463-3465 ◽  
Author(s):  
Kristina Melnik ◽  
Christopher Grimm ◽  
Johannes Wittbrodt ◽  
Joachim Ruther ◽  
Stefan Schulz
Keyword(s):  
Sex Pheromone ◽  
Absolute Configuration ◽  
Parasitoid Wasp ◽  
Enantioselective Synthesis ◽  
Male Sex Pheromone ◽  
Male Sex ◽  
The Absolute ◽  
Pheromonal Activity

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.

scholarly journals Rapid Organocatalytic Chirality Analysis of Amines, Amino Acids, Alcohols, Amino Alcohols and Diols with Achiral Iso(thio)cyanate Probes

2021 ◽  
Author(s):  
Eryn Nelson ◽  
Jeffrey S. S. K. Formen ◽  
Christian Wolf
Keyword(s):  
Amino Acids ◽  
Absolute Configuration ◽  
Rapid Determination ◽  
Amino Alcohols ◽  
Enantioselective Synthesis ◽  
Widespread Occurrence ◽  
Chiral Compounds ◽  
New Methods ◽  
The Absolute

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,...

Enantioselective synthesis of aziridine 2,2-dicarboxylates. Part II: Determination of the absolute configuration

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

CD-Spectroscopic Investigations for the Determination of the Absolute Configuration of (4R,6S,7S)-Serricomin

2001 ◽  
Vol 56 (12) ◽  
pp. 1344-1348 ◽  
Author(s):  
Jörg Fleischhauer ◽  
Sven Gabriel ◽  
Dieter Enders ◽  
Axe Wollmer
Keyword(s):  
Sex Pheromone ◽  
Total Synthesis ◽  
Absolute Configuration ◽  
Lasioderma Serricorne ◽  
Cigarette Beetle ◽  
Spectroscopic Investigations ◽  
The Absolute ◽  
Circular Dichroïsm ◽  
Rotational Strengths

Abstract The absolute configuration of the conformationally flexible (4R,6S,7S)-serricornin, a non­ natural isomer of the female-produced sex pheromone of the cigarette beetle (Lasioderma serricorne), was determined by comparison of measured and calculated circular dichroism spectra. The rotational strengths were calculated by means of the semiempirical CNDO/2S-method. The total synthesis was accomplished by the SAMP/RAMP-hydrazone method.

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