Institute of Organic Chemistry, Research Centre of Natural Sciences, Hungarian Academy of Sciences Magyar tudósok körútja 2, H-1117, Budapest, Hungary.
J Org Chem. 2018 Mar 2;83(5):2869-2874. doi: 10.1021/acs.joc.8b00014. Epub 2018 Feb 9.
An inexpensive and chromatography-free Mitsunobu methodology has been developed using low molecular weight and orthogonally phase-tagged reagents, a tert-butyl-tagged highly apolar phosphine, and a water-soluble DIAD analogue. The byproduct of the Mitsunobu reactions can be removed by sequential liquid-liquid extractions using traditional solvents such as hexanes, MeOH, water, and EtOAc. Owing to the orthogonal phase labeling, the spent reagents can be regenerated. This new variant of the Mitsunobu reaction promises to provide an alternative and complementary solution for the well-known separation problem of the Mitsunobu reaction without having to resort to expensive, large molecular weight reagents and chromatography.
已开发出一种使用低分子量和正交相标记试剂、叔丁基标记的高疏水性膦和水溶性 DIAD 类似物的廉价且无需色谱的 Mitsunobu 方法。Mitsunobu 反应的副产物可以使用传统溶剂（如己烷、MeOH、水和 EtOAc）通过顺序液-液萃取去除。由于正交相标记，用过的试剂可以再生。这种 Mitsunobu 反应的新变体有望为众所周知的 Mitsunobu 反应的分离问题提供替代和互补的解决方案，而不必使用昂贵的、大分子量的试剂和色谱法。
