6304-68-3Relevant academic research and scientific papers
On the Formation of Ethoxy Alcohols from Reaction of trans-1,2-Epoxy-3-methyl-1,3-diphenylbutane and 1,2-Epoxyoctane with Boron Trifluoride Etherate
Blunt, John W.,Coxon, James M.,Lim, Chom-Ey,Schuyt, Helen A.
, p. 97 - 107 (2007/10/02)
Reaction of trans-1,2-epoxy-3-methyl-1,3-diphenylbutane (1) with boron trifluoride etherate in benzene gave 3-methyl-2,3-diphenylbutanal (3) shown by deuterium labelling experiments to be formed by C1-O cleavage and alkyl migration, and (1RS,2RS)-1-ethoxy-3-methyl-1,3-diphenyl-butan-2-ol (16) in a process involving retention of configuration at C1.In ether as solvent the epoxide gave, in addition to aldehyde (3) and ethoxy alcohol (16), 3-methyl-1,3-diphenylbutan-2-one (11) and vinyl ethers (19) and (20).Reaction of 1,2-epoxyoctane (17a) with boron trifluoride etherate in ether gave 1-ethoxyoctan-2-ol (18a) shown by deuterium labelling experiments to be formed by inversion of configuration at C1.The mechanistic implications of these results are discussed.
