13528-34-2Relevant academic research and scientific papers
P(MeNCH2CH2)3N: A Highly Selective Reagent for Synthesizing trans-Epoxides from Aryl Aldehydes
Liu, Xiaodong,Verkade, John G.
, p. 4560 - 4564 (2000)
In contrast to its acyclic analogue P(NMe2)3 (1), which in benzene at room temperature reacts with two aryl aldehyde molecules bearing electron-withdrawing groups to give the corresponding diaryl epoxide as an isomeric mixture (trans/cis ratios: 72/28-51/49), P(MeNCH2CH2)3N (2a) under the same reaction conditions is found to be a highly selective reagent that provides epoxides with trans/ cis ratios as high as 99/1. These reactions are faster with 2a, because its phosphorus atom is apparently more nucleophilic than that in 1. Thus, it is found that 2a more easily forms 1:1 and 1:2 adducts with one or two molecules of aldehyde, respectively. These adducts apparently are intermediates in the formation of the product epoxide and the corresponding phosphine oxides of 1 and 2a.
Unusual reactivity of aryl aldehydes with triethyl phosphite and zinc bromide: A facile preparation of epoxides, benzisoxazoles, and α-hydroxy phosphonate esters
Raju, Potharaju,Gobi Rajeshwaran, Ganesan,Nandakumar, Meganathan,Mohanakrishnan, Arasambattu K.
, p. 3513 - 3523 (2015/06/08)
Abstract A facile preparation of trans-epoxides was achieved by a (EtO)3P-ZnBr2-mediated deoxygenation reaction of the corresponding 2-nitrobenzaldehydes. The sterically hindered analogues of 2-nitrobenzaldehyde underwent a reaction
Enantioselective ring-opening reaction of meso-epoxides with ArSH catalyzed by a C2-symmetric chiral bipyridyldiol-titanium complex
Chen, Yi-Jing,Chen, Chinpiao
, p. 1313 - 1319 (2008/02/09)
This study describes a C2-symmetric ligand comprising a central bipyridine-pinene-derived core and two functionalized diphenylmethanol subunits. [8′-(Hydroxy-diphenyl-methyl)-10,10,10′,10′-tetramethy l-[5,5′]bi[6-aza-tricyclo[7.1.1.02,7/s
