Abstract

4-(Diphenylphosphino)benzoic acid was used for the Mitsunobu reaction as a bifunctional reagent that served as both a reductant and a pronucleophile. When combined with di-2-meth­oxyethyl azodicarboxylate, inversion of a secondary alcohol stereospecifically occurred to give an ester carrying a phosphine oxide group. The reaction mixture was directly hydrolyzed to give an inverted secondary alcohol in sufficient stereo and chemical purities by the presently developed chromatography-free process in conjunction with basic extraction, drying, and concentration.

4-(Diphenylphosphino)benzoic acid was used for the Mitsunobu reaction as a bifunctional reagent that served as both a reductant and a pronucleophile. When combined with di-2-meth­oxyethyl azodicarboxylate, inversion of a secondary alcohol stereospecifically occurred to give an ester carrying a phosphine oxide group. The reaction mixture was directly hydrolyzed to give an inverted secondary alcohol in sufficient stereo and chemical purities by the presently developed chromatography-free process in conjunction with basic extraction, drying, and concentration.

中文翻译：

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与4-（二苯基膦基）苯甲酸的Mitsunobu反应：兼用作还原剂和亲核试剂的分离友好型双功能试剂

摘要

4-（二苯基膦基）苯甲酸作为一种双功能试剂用于Mitsunobu反应，既用作还原剂又用作亲核试剂。当与偶氮二羧酸二-2-甲氧基乙酯结合时，立体定向发生仲醇的转化，得到带有氧化膦基团的酯。通过目前开发的无色谱法，与碱性萃取，干燥和浓缩相结合，将反应混合物直接水解以得到足够的立体和化学纯度的转化的仲醇。

4-（二苯基膦基）苯甲酸作为一种双功能试剂用于Mitsunobu反应，既用作还原剂又用作亲核试剂。当与偶氮二羧酸二-2-甲氧基乙酯结合时，立体定向发生仲醇的转化，得到带有氧化膦基团的酯。通过目前开发的无色谱法，与碱性萃取，干燥和浓缩相结合，将反应混合物直接水解以得到足够的立体和化学纯度的转化的仲醇。