76686-06-1Relevant articles and documents
Iron(III)Porphinate/H2O2-Mediated Conversion of All-(E)-Retinol
Waldmann, Doris,Koenig, Thorsten,Schreier, Peter
, p. 589 - 594 (2007/10/02)
The reaction of hydrogen peroxide with all-(E)-retinol (1) catalyzed by (meso-tetraphenylporphinato)iron(III) led to the formation of 4-hydroxyretinol (2), 4-oxoretinol (3), 5,8-epoxyretinol (4), 5,6-epoxyretinol (5), 3-dehydroretinol (6), all-(E)- and 12-(Z)-retroretinol (7/7a) as well as all-(E)- and 12-(Z)-anhydroretinol (8/8a) as major non-volatile products.The conversion products were characterized by comparison of their chromatographic (HPLC) and spectroscopic data (UV; MS; 1H and 13C NMR) with those of synthesized reference compounds.The observed product formation supports the hypothesis of a C4 centered radical as the key intermediate of all-(E)-retinol conversion. - Keywords: 5,6- and 5,8-Epoxyretinol, 4-Hydroxyretinol, 4-Oxoretinol, Retinol Conversion
SYNTHESIS OF OXYGENATED RETINOIDS
Singh, Anil Kumar
, p. 919 - 926 (2007/10/02)
Reaction of all-trans retinal with NBS in acetic acid gives 4-acetoxyretinal which hydrolyses in the presence of 1percent K2CO3-MeOH to give 4-hydroxyretinal.Oxidation of 4-hydroxyretinal with PCC gives 4-oxo-retinal.Isomerization of 13-trans to 13-cis do