Botubol-Ares José Manuel, Hanson James R, Hernández-Galán Rosario, Collado Isidro G
Departamento de Química Orgánica, Facultad de Ciencias, Instituto de Biomoléculas, Universidad de Cádiz, Campus Universitario Puerto Real s/n, 11510 Puerto Real, Cádiz, Spain.
Department of Chemistry, University of Sussex, Brighton, Sussex BN1 9QJ, U.K.
ACS Omega. 2017 Jul 3;2(7):3083-3090. doi: 10.1021/acsomega.7b00386. eCollection 2017 Jul 31.
A novel methodology for the epoxidation of a broad range of primary, secondary, and tertiary allylic alcohols is described using -butyl hydroperoxide as oxidant and Ti(III) species generated by reduction of Ti(IV) complexes, with manganese (0) in 1,4-dioxane under mild reaction conditions. The reaction proceeded with wide substrate scope and high chemo- and diastereoselectivity. A mechanistic pathway for the reaction is also discussed.
描述了一种新颖的方法，用于在温和的反应条件下，以叔丁基过氧化氢为氧化剂，通过在1,4 - 二氧六环中用锰(0)还原Ti(IV)配合物生成的Ti(III)物种，对多种伯、仲和叔烯丙醇进行环氧化反应。该反应具有广泛的底物范围以及高化学选择性和非对映选择性。还讨论了该反应的机理途径。
