Lanthanide(III) trifluoromethanesulfonates (triflates), such as Yb(OTf)3, Nd(OTf)3 and Gd(OTf)3, catalyze in a extraordinarily efficient way the aminolysis of 1,2-epoxides, affording the corresponding β-amino alcohols, at room temperature and in a non-protic solvent (CH2Cl2 or toluene), in very good yields. The reactions are completely anti stereoselective and highly regioselective.
Metal salts as new catalysts for mild and efficient aminolysis of oxiranes
作者:Marco Chini、Paolo Crotti、Franco Macchia
DOI:10.1016/s0040-4039(00)97701-3
日期:1990.1
A new, simple, efficient, inexpensive, anti stereoselective, highly regioselective method for aminolysis of 1,2-epoxides, by means of metal salts, is described.
Light induced activity switch in interfacial hydrogen-bond catalysis with photo sensitive metal oxides
作者:Fang Niu、Jin Zhai、Lei Jiang、Wei-Guo Song
DOI:10.1039/b908834b
日期:——
UV light switches on the catalytic activities of several metal oxides in hydrogen bond catalyzed reactions because of the changes in the concentration of the surface hydroxyl groups.
紫外线光激活了几种金属氧化物在氢键催化反应中的催化活性,这是由于表面羟基浓度的变化。
A New and Efficient Epoxide Ring Opening via Poor Nucleophiles: Indole, <i>p</i>-Nitroaniline, Borane and <i>O</i>-Trimethylsilylhydroxylamine in Lithium Perchlorate
2-epoxyphenylether and allyl(2-epoxymethyl) ether are observed through reactions with poor nucleophiles such as indole, borane, O-trimethylsilylhydroxylamine, p-nitroaniline and sterically hindered tert-butylamine in the presence of 5.0 Mlithium perchlorate-Et 2 O solution. These reactions are fast, convenient, with rather high yields and are carried out at ambienttemperatures.
2,3-二甲基环氧乙烷、2-环氧苯基醚和烯丙基(2-环氧甲基)醚通过与吲哚、硼烷、O-三甲基甲硅烷基羟胺、对硝基苯胺和空间位阻叔丁胺等不良亲核试剂的反应观察到高区域选择性开环。存在 5.0 M 高氯酸锂-Et 2 O 溶液。这些反应快速、方便、产率相当高,并且在环境温度下进行。
Calcium trifluoromethanesulfonate-catalysed aminolysis of epoxides
Aminolysis of epoxides catalysed by calcium trifluoromethanesulfonate under mild reaction conditions is described. The novel method is very efficient in the synthesis of wide variety of β-amino alcohols with high regio- and stereoselectivity.