The chemical synthesis of some (S)- and (R)-(E)-4-hydroxyalk-2-enals, important products of lipid peroxidation (LPO), has been carried out via enantiomerically pure 2-benzoyloxyaldehydes, chiral key intermediates obtained from two diastereomeric diepoxides deriving from D-mannitol. These aldehydes were transformed into the final compounds by Wittig condensation with (formylmethylene)triphenylphosphorane and regeneration of the hydroxy group.
A PRACTICAL SYNTHESIS OF (R)-(E)-4-HYDROXYALK-2-ENAL AND (S)-(E)-4-HYDROXYALK-2-ENAL, CYTOTOXIC PRODUCTS OF THE MICROSOMAL LIPID-PEROXIDATION / P. ALLEVI, M. ANASTASIA, P. CIUFFREDA, A. SANVITO. - In: TETRAHEDRON-ASYMMETRY. - ISSN 0957-4166. - 5:5(1994), pp. 927-934.
Titolo: | A PRACTICAL SYNTHESIS OF (R)-(E)-4-HYDROXYALK-2-ENAL AND (S)-(E)-4-HYDROXYALK-2-ENAL, CYTOTOXIC PRODUCTS OF THE MICROSOMAL LIPID-PEROXIDATION |
Autori: | ALLEVI, PIETRO (Primo) ANASTASIA, MARIO (Secondo) CIUFFREDA, PIERANGELA (Penultimo) |
Parole Chiave: | 4-HYDROXYALK-2-ENALS ; LIPID-PEROXIDATION |
Settore Scientifico Disciplinare: | Settore BIO/10 - Biochimica |
Data di pubblicazione: | 1994 |
Rivista: | |
Tipologia: | Article (author) |
Digital Object Identifier (DOI): | http://dx.doi.org/10.1016/S0957-4166(00)86245-X |
Appare nelle tipologie: | 01 - Articolo su periodico |