98498-48-7Relevant academic research and scientific papers
Z,Z-DIENES VIA ACETYLENE CARBOCUPRATION: SYNTHESIS OF NAVEL ORANGEWARM PHEROMONE
Furber, Mark,Taylor, Richard J. K.,Burford, S. Cliff
, p. 3285 - 3288 (1985)
A range of conjugated Z,Z-dienes have been prepared in a stereospecific manner via acetylene carbocupration: the value of this procedure has been illustrated by an extremely short synthesis of hexadeca-11Z, 13Z-dienal a principle component of Navel Orangewarm Pheromone.
Stereospecific Diene Synthesis using Acetylene Carbocupration; Preparation of Navel Orangeworm Pheromone and Leukotriene Analogues
Furber, Mark,Taylor, Richard J. K.,Burford, S. Cliff
, p. 1809 - 1816 (2007/10/02)
Experimental conditions are described for the conversion of lithium dialkylcuprates into the corresponding doubly vinylogous 1Z,3Z-dienylcuprates using acetylene carbocupration.These dienylcuprates have been trapped with a range of electrophiles to form cconjugated Z,Z-dienes in a highly stereospecific manner.The application of this methodology to the synthesis of hexadeca-11Z,13Z-dienal, a principle component of navel orangeworm pheromone, and simple leukotriene B4 analogues is also reported.
