112383-69-4Relevant academic research and scientific papers
Organocatalytic epoxidation and allylic oxidation of alkenes by molecular oxygen
Orfanidou, Maria,Petsi, Marina,Zografos, Alexandros L.
supporting information, p. 9172 - 9178 (2021/11/30)
Pyrrole-proline diketopiperazine (DKP) acts as an efficient mediator for the reduction of dioxygen by Hantzsch ester under mild conditions to allow the aerobic metal-free epoxidation of electron-rich alkenes. Mechanistic crossovers are underlined, explaining the dual role of Hantzsch ester as a reductant/promoter of the DKP catalyst and a simultaneous competitor for the epoxidation of alkenes when HFIP is used as a solvent. Expansion of this protocol to the synthesis of allylic alcohols was achieved by adding a catalytic amount of selenium dioxide as an additive, revealing a superior method to the classical application of t-BuOOH as a selenium dioxide oxidant.
INTER- AND INTRAMOLECULAR EPOXIDATION UTILIZING SILYL-PROTECTED PEROXY ESTERS AND COPPER SALT
Saito, Isao,Mano, Takashi,Nagata, Ryu,Matsuura, Teruo
, p. 1909 - 1912 (2007/10/02)
A new epoxidation method utilizing α-siloxyalkyl peroxybenzoate and Cu(OCOCF3)2 is described.Regioselective epoxidation of all trans farnesol is accomplished by the intramolecular version of this method.
