116140-95-5

Upstream product

• 67-56-1 methanol 
• 116140-90-0 1,1,1-Trichloro-4-(-)-menthyloxy-3-buten-2-one 
• 2216-51-5 (-)-menthol 
• 623-47-2 propynoic acid ethyl ester 

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 
• 250267-00-6 3-[2-isopropyl-5-methylcyclohexyloxy(1R,2S,5R)]-2E-propenol 

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.

Highly Efficient Syntheses of Alkyl 3,3-Dialkoxypropanoates, Alkyl 4-Ethoxy-2-oxo-3-butenoates, and Monoprotected Malonaldehydes

Haloform reaction of 4-alkoxy-1,1,1-trichloro-3-buten-2-ones, which can be obtained by acylation of enol ethers, gives 3,3-dialkoxypropanoic esters.Transacetalization of ethyl 3,3-diethoxypropanoate with 2,2-dimethyl-1,3-propanediol, followed by reduction and oxidation with DMSO/oxalyl chloride yields a monoprotected malonaldehyde. 4-Ethoxy-2-oxo-3-butenoates are synthesized either by acylation of enol ethers with alkoxalyl chlorides or by Claisen condensation of alkyl pyruvates with orthoesters.