(±)-1,1′-Binaphthalene-2,2′-diol-derived phosphoric diester: immobilization on polyethylene glycol support and application in the Pudovik reaction

被引:4
|
作者
Beletskaya, I. P. [1 ]
Patrikeeva, L. S. [1 ,2 ]
Lamaty, F. [2 ]
机构
[1] Moscow MV Lomonosov State Univ, Dept Chem, Moscow 119991, Russia
[2] Univ Montpellier 2, Max Mousseron Inst Biomol IBMM, F-34095 Montpellier 05, France
基金
俄罗斯基础研究基金会;
关键词
(+/-)-BINOL; phosphoric acids; polyethylene glycol; alpha-aminophosphonates; the Pudovik reaction; recyclization; ALPHA-AMINO PHOSPHONATES; ASYMMETRIC-SYNTHESIS; EFFICIENT SYNTHESIS; CLICK CHEMISTRY; ORGANOPHOSPHORUS COMPOUNDS; STEREOSELECTIVE-SYNTHESIS; BINOL COMPLEXES; DERIVATIVES; PHOSPHITE; AMINOPHOSPHONATES;
D O I
10.1007/s11172-011-0364-8
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
(+/-)-1,1'-Binaphthalene-2,2'-diol (BINOL) was immobilized on polyethylene glycol (PEG) by means of triazole linkers, which were constructed by the [3+2] cycloaddition between azide and ethynyl fragments, preliminary incorporated into the molecules of these reactants. Treatment of these BINOL derivatives with phosphorus oxychloride leads to the corresponding PEG-immobilized 1,1'-binaphthalene-2,2'-diylphosphoric acids. The latter efficiently catalyze the Pudovik reaction and can be reused without loss of catalytic activity.
引用
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页码:2370 / 2374
页数:5
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