The oxidation by rat liver microsomes of 4-Z-1,2-dimethylbenzenes (1) and 4-methoxybenzyltrimethylsilane (2) has been investigated. The reaction of the former substrates leads to the expected isomeric benzyl alcohols 3 and 4, with a very low intramolecular selectivity, and only O-demethylation is observed in the reaction of 2. These results suggest the operation of a hydrogen atom transfer mechanism.
SELECTIVITY AND MECHANISM IN THE MICROSOMAL BENZYLIC HYDROXYLATION / Rachele, Amodeo; Baciocchi, Enrico; Manuela, Crescenzi; Lanzalunga, Osvaldo. - In: TETRAHEDRON LETTERS. - ISSN 0040-4039. - STAMPA. - 31:24(1990), pp. 3477-3480. [10.1016/s0040-4039(00)97427-6]
SELECTIVITY AND MECHANISM IN THE MICROSOMAL BENZYLIC HYDROXYLATION
BACIOCCHI, Enrico;LANZALUNGA, Osvaldo
1990
Abstract
The oxidation by rat liver microsomes of 4-Z-1,2-dimethylbenzenes (1) and 4-methoxybenzyltrimethylsilane (2) has been investigated. The reaction of the former substrates leads to the expected isomeric benzyl alcohols 3 and 4, with a very low intramolecular selectivity, and only O-demethylation is observed in the reaction of 2. These results suggest the operation of a hydrogen atom transfer mechanism.I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.
