Abstract
A method has been developed to assign the absolute configuration and enantiomeric excess of anabasine based on small amounts of material (in the microgram range), by derivatization with (+)-menthylchloroformate followed by capillary GC analysis of the resulting carbamate(s). This method was applied to three samples of anabasine isolated from Messor and Aphaenogaster ants. In Messor sanctus, only (2′S)-anabasine was present, whereas in Aphaenogaster subterranea and A. miamiana (2′S)-anabasine was determined to have an ee of 78 and 24%, respectively.
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Leclercq, S., Charles, S., Daloze, D. et al. Absolute Configuration of Anabasine from Messor and Aphaenogaster Ants. J Chem Ecol 27, 945–952 (2001). https://doi.org/10.1023/A:1010335003297
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DOI: https://doi.org/10.1023/A:1010335003297