219983-91-2

Upstream product

• 693-02-7 hex-1-yne 
• 219983-82-1 (Z)-2-iodo-ethenyl, [2-isopropyl-5-methylcyclohexyl(1R,2S,5R)]ether 
• 108167-50-6 ethynyl, [2-isopropyl-5-methylcyclohexyl(1R,2S,5R)]ether 
• 2216-51-5 (-)-menthol 

Downstream Products

• 250267-05-1 5-ethyl 3-[2-isopropyl-5-methylcyclohexyloxy-(1R,2S,5R)]-2E,4E-pentadienoate 
• 250267-07-3 1-[5-methoxy-1E,3E-pentadiene], [2-isopropyl-5-methylcyclohexyl-(1R,2S,5R)]ether 
• 250267-06-2 5-[2-isopropyl-5-methylcyclohexyloxy-(1R,2S,5R)]-2E,4E-pentadienol 
• 250267-04-0 1E,3-butadiene, [2-isopropyl-5-methylcyclohexyloxy(1R,2S,5R)]ether 
• 250267-02-8 3-[2-isopropyl-5-methylcyclohexyloxy(1R,2S,5R)]-2E-propenal 
• 219983-93-4 1Z,3Z-octadienyl, [2-isopropyl-5-methylcyclohexyl(1R,2S,5R)]ether 

Relevant academic research and scientific papers

Photooxygenation of chiral dienol ethers: Asymmetric synthesis of alkoxydioxines

The addition of 1O2 to chiral dienol ethers provides a new route to alkoxydioxines (alkoxyendoperoxides). Depending upon substitution and geometry, the [4+2] cycloaddition is accompanied or even supplanted by [2+2] cycloaddition leading to alkene cleavage and/or ene-like reaction leading to allylic hydroperoxides. The diastereoselectivity of cycloaddition is ultimately limited by the conformational freedom of the dienol ether substrates.

Application of the Sonogashira coupling reaction to the stereoselective synthesis of chiral 1,3-dienol ethers

Sonogashira couplings of 2-iodo enol ethers or ynol ethers provide enynes which undergo semihydrogenation to afford 4-alkyl-1,3-dienol ethers. (1Z, 3E), (1E, 3Z) and (1Z, 3Z)-4-alkyl-1,3-dienol ethers are accessible using this strategy.