Epoxidation-alcoholysis of cyclic enol ethers catalyzed by Ti(OiPr)4 or Venturello's peroxophosphotungstate complex.
Venturello's peroxophosphotungstate compound and Ti(O(i)Pr)(4) were successfully used as catalysts for the epoxidation-alcoholysis of various dihydropyrans and dihydrofuran using H(2)O(2) 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.
Levecque
Pieter
P
Centre for Surface Chemistry and Catalysis, K.U.Leuven, Kasteelpark Arenberg 23, 3001, Heverlee, Belgium.
Gammon
David
D
Kinfe
Henok Hadgu
HH
Jacobs
Pierre
P
De Vos
Dirk
D
Sels
Bert
B
D000438:Alcohols / Q000737:chemistry*; D002384:Catalysis; D004988:Ethers, Cyclic / Q000737:chemistry*; D005227:Fatty Acids / Q000737:chemistry; D005663:Furans / Q000737:chemistry; D009942:Organometallic Compounds / Q000737:chemistry*; D010084:Oxidation-Reduction; D011714:Pyrans / Q000737:chemistry; D014025:Titanium / Q000737:chemistry*; D017973:Tungsten Compounds / Q000737:chemistry*
D000438:Alcohols; D004988:Ethers, Cyclic; D005227:Fatty Acids; D005663:Furans; D009942:Organometallic Compounds; D011714:Pyrans; D017973:Tungsten Compounds; C073813:3,4-dihydropyran; D014025:Titanium; C045951:tungstate