6559-02-0Relevant academic research and scientific papers
Epoxidation-alcoholysis of cyclic enol ethers catalyzed by Ti(O iPr)4 or Venturello's peroxophosphotungstate complex
Levecque, Pieter,Gammon, David,Kinfe, Henok Hadgu,Jacobs, Pierre,De Vos, Dirk,Sels, Bert
, p. 1800 - 1806 (2008/02/10)
Venturello's peroxophosphotungstate compound and Ti(OiPr) 4 were successfully used as catalysts for the epoxidation-alcoholysis of various dihydropyrans and dihydrofuran using H2O2 as the oxidant. Different alcohols can be used as solvents and nucleophiles, resulting in hydroxy ether products with varying alkoxy groups. The Venturello compound can also be used as catalyst in a biphasic conversion of dihydropyran, in which long chain alcohols or fatty acids are incorporated in the hydroxy ether products with high yield and (stereo)selectivity. This journal is The Royal Society of Chemistry.
Electrophilic Addition of p-Nitrobenzenesulfonyl Peroxide to 3,4-Dihydro-2H-pyran
Hoffman, Robert V.,Buntain, Gregory A.
, p. 3308 - 3314 (2007/10/02)
The addition of p-nitrobenzenesulfonyl peroxide to 3,4-dihydro-2H-pyran (DHP) in alcohols gives high yields of 3-oxy>-2-alkoxytetrahydropyrans.The stereochemistry of the addition process is dependent on the steric bulk of the attacking alcohol.For small alcohols, trans addition predominates, while bulky alcohols give mostly cis product.The results are compared with analogous haloalkoxylations of DHP.
