24469-82-7

Upstream product

• 42084-97-9 (Z)-1-hydroxypent-2-en-4-yne 
• 612846-66-9 (3E,5E)-1-Iodo-dodeca-3,5-dien-1-yne 
• 1192834-84-6 (Z)-5-iodopent-2-en-4-ynoic acid methyl ester 
• 1192834-86-8 (E)-5-iodopent-2-en-4-ynoic acid methyl ester 
• 1192834-89-1 (2Z,8Z)-deca-2,8-diene-4,6-diynedioic acid dimethyl ester 
• 56053-90-8 (Z)-5-(trimethylsilyl)-2-pentene-3-yne-1-ol 
• 21613-38-7 5-chloro-pent-3c-en-1-yne 

Relevant academic research and scientific papers

Synthesis of isomeric polyacetylenes based on natural hydroxy matricaria esters

The construction of a library of natural and related polyacetylenes using a convergent synthetic strategy based on a palladium mediated cross-coupling reaction is described. The systematic synthetic study led to all possible alkene isomers of the hydroxy matricaria esters 29-32, and the corresponding tiglates 1-4. The synthesis of many of these compounds is described for the first time.

Metal-catalyzed coupling reactions on an olefin template: The total synthesis of Bupleurynol

The naturally occurring polyacetylene Bupleurynol was synthesized in a convergent and stereospecific manner using a series of metal-mediated cross-coupling reactions. The synthesis demonstrates the utility of using a di-functional olefin template for the stereospecific synthesis of a disubstituted alkene product and its elaboration to a natural product target.