343771-16-4Relevant academic research and scientific papers
Polymer-supported Oxone and tert-butyl hydroperoxide: new reagents for the epoxidation of α,β-unsaturated aldehydes and ketones
Pourali, Ali Reza
, p. 113 - 115 (2010)
Efficient, mild and selective epoxidation of α,β-unsaturated aldehydes and ketones was performed using polyvinylpyrrolidonesupported Oxone (Oxone/PVP) and ButOOH/PVP.
N-Heterocyclic carbene-catalyzed cascade epoxide-opening and lactonization reaction for the synthesis of dihydropyrone derivatives
Qi, Jing,Xie, Xingang,He, Jinmei,Zhang, Ling,Ma, Donghui,She, Xuegong
supporting information; experimental part, p. 5948 - 5950 (2011/10/09)
N-Heterocyclic carbene was employed as an efficient organic catalyst to catalyze a cascade epoxide-opening and lactonization reaction. This organocatalytic process could transform various readily accessible γ-epoxy-α,β-enals into dihydropyrone derivatives in good to excellent yields.
Oxidation catalysis of Nb(salan) complexes: Asymmetric epoxidation of allylic alcohols using aqueous hydrogen peroxide as an oxidant
Egami, Hiromichi,Oguma, Takuya,Katsuki, Tsutomu
scheme or table, p. 5886 - 5895 (2010/07/05)
Several optically active Nb(salan) complexes were synthesized, and their oxidation catalysis was examined. A dimeric μ-oxo Nb(salan) complex that was prepared from Nb(OiPr)5 and a salan ligand was found to catalyze the asymmetric epoxidation of allylic alcohols using a urea-hydrogen peroxide adduct as an oxidant with good enantioselectivity. However, subsequent studies of the time course of this epoxidation and of the relationship between the ee of the ligand and the ee of the product indicated that the μ-oxo dimer dissociates into a monomeric species prior to epoxidation. Moreover, monomeric Nb(salan) complexes prepared in situ from Nb(OiPr)5 and salan ligands followed by water treatment were found to catalyze the epoxidation of allylic alcohols better using aqueous hydrogen peroxide in CHCl3/brine or toluene/brine solution with high enantioselectivity ranging from 83 to 95% ee, except for the reaction of cinnamyl alcohol that showed a moderate ee of 74%. This is the first example of the highly enantioselective epoxidation of allylic alcohols using aqueous hydrogen peroxide as an oxidant.
Palladium-Catalyzed Selective Hydrogenolysis of Alkenyloxiranes with Formic Acid. Stereoselectivity and Synthetic Utility
Oshima, Masato,Yamazaki, Hiroyuki,Shimizu, Isao,Nisar, Mohammad,Tsuji, Jiro
, p. 6280 - 6287 (2007/10/02)
Selective hydrogenolysis of alkenyloxiranes to give homoallylic alcohols was carried out using formic acid in the presence of palladium-phosphine catalyst.The selectivity of the reaction depends on a nature and an amount of phosphine ligands.The reaction
ASYMMETRIC HALOLACTONISATION REACTION-4 ASYMMETRIC SYNTHESIS OF OPTICALLY ACTIVE α,β-EPOXYALDEHYDES FROM α,β-UNSATURATED ACIDS
Hayashi, M.,Terashima, S.,Koga, K.
, p. 2797 - 2803 (2007/10/02)
The bromolactones (5) stereoselectively produced by the asymmetric bromolactonisation of (S)-N-(α,β-unsaturated)acylprolines (3), were elaborated to highly optically active 2(R),3(S)-epoxyaldehydes (8) (84-98percent ee) by successive epoxide formation and reductive cleavage of the proline moiety.The overall process constitutes a highly efficient asymmetric synthesis of 8 from α,β-unsaturated acids (1).
