Lipase-catalyzed kinetic resolution of 4-hydroxy-5-dodecynonitrile and its application to facile synthesis of a cupreous chafer beetle sex pheromone

Fukusaki EI; Satoda S; Senda S; Omata T

Journal of Fermentation and Bioengineering, Vol.86, No.5, 508-509, 1998

DOI10.1016/S0922-338X(98)80161-X Export Citation

Lipase-catalyzed kinetic resolution of 4-hydroxy-5-dodecynonitrile and its application to facile synthesis of a cupreous chafer beetle sex pheromone

Fukusaki EI, Satoda S, Senda S, Omata T

A facile synthetic method for a cupreous chafer beetle sex pheromone (R,Z)-(-)-5-(1-octenyl)oxacyclopenlan-2-one has been developed by employing lipase-catalyzed enantioselective acylation of racemic 4-hydroxy-5-dodecynonitrile in an organic solvent.

Keywords:SULFUR FUNCTIONAL-GROUP;BETA-HYDROXY NITRILES;ANOMALA-CUPREA;SCARAB BEETLE;ENZYMATIC-REACTION