416846-61-2

Upstream product

• 416846-60-1 5-((Z)-Hex-3-ene-1,5-diynyl)-5-methyl-2-(2-methyl-[1,3]dioxolan-2-ylmethyl)-cyclohexa-1,3-dienecarboxylic acid methyl ester 
• 416846-55-4 5-[1,3]dioxolan-2-yl-5-methyl-2-trifluoromethanesulfonyloxy-cyclohexa-1,3-dienecarboxylic acid methyl ester 
• 416846-59-8 5-ethynyl-5-methyl-2-(2-methyl-[1,3]dioxolan-2-ylmethyl)-cyclohexa-1,3-dienecarboxylic acid methyl ester 
• 416846-58-7 5-hydroxymethyl-5-methyl-2-(2-methyl-[1,3]dioxolan-2-ylmethyl)-cyclohexa-1,3-dienecarboxylic acid methyl ester 
• 416846-56-5 2-allyl-5-[1,3]dioxolan-2-yl-5-methyl-cyclohexa-1,3-dienecarboxylic acid methyl ester 
• 416846-57-6 2-allyl-5-hydroxymethyl-5-methyl-cyclohexa-1,3-dienecarboxylic acid methyl ester 

Relevant academic research and scientific papers

Evaluation of alkene isomerization as a trigger for enediyne activation

The concept of non-conjugated-to-conjugated double bond isomerization as a triggering mechanism for a calicheamicin model was tested. A bicyclo[7.3.1] enediyne framework was prepared with a bridgehead double bond and an acetonyl side chain. Base-promoted exchange failed to produce the conjugated isomer. Computational analysis suggested that additional conjugating groups would favor the isomerization, but experiment proved that not to be correct.