Access to 2,4-dien-6-ynoic acid esters using selenium chemistry. Formal synthesis of Z,Z-dodeca-3,6-dien-1-ol (trail pheromone mimic of the subterranian termite Reticulitermes virginicus) and Z,Z-dodeca-3,6-dien-11-olide (aggregation pheromone of the gra

Andrei A. Vasil’ev,Lars Engman,Edward P. Serebryakov

Access to 2,4-dien-6-ynoic acid esters using selenium chemistry. Formal synthesis of Z,Z-dodeca-3,6-dien-1-ol (trail pheromone mimic of the subterranian termite Reticulitermes virginicus) and Z,Z-dodeca-3,6-dien-11-olide (aggregation pheromone of the gra

1998

Andrei A. Vasil’ev
Lars Engman
Edward P. Serebryakov

Esters of 2,4-dien-6-ynoic acids were prepared from terminal acetylenes by lithiation, 1,2-addition to acrolein, orthoester Claisen-Johnson rearrangement and alpha-(4-methoxyphenyl)selenation/oxidative elimination to introduce the alpha,beta-unsaturation

Keywords:

Stereochemistry
Reticulitermes virginicus
Trail pheromone
Organic chemistry
Degree of unsaturation
Selenium
Acrolein
Orthoester
Pheromone
Chemistry
formal synthesis

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