A new method for the preparation of 1,5-diynes. Synthesis of (4E,6Z,10Z)-4,6,10-hexadecatrien-1-ol, the pheromone component of the cocoa pod borer moth Conopomorpha cramerella.
[reaction: see text] A new method for the synthesis of 1,5-diynes, from the reaction of 1,3-dilithiopropyne and propargyl chlorides, was developed. This new methodology was used to prepare (4E,6Z,10Z)-4,6,10-hexadecatrien-1-ol, one of the pheromone components of the cocoa pod borer moth Conopomorpha cramerella, in 51% overall yield.
Pereira
Albán R
AR
Escuela de Química, Universidad de Costa Rica, San José, 2060, Costa Rica.
Cabezas
Jorge A
JA
D000818:Animals; D009682:Magnetic Resonance Spectroscopy; D009036:Moths / Q000737:chemistry*; D010675:Pheromones / Q000138:chemical synthesis* / Q000737:chemistry; D021241:Spectrometry, Mass, Electrospray Ionization
D010675:Pheromones