Pérez-Venegas Mario, Reyes-Rangel Gloria, Neri Adrián, Escalante Jaime, Juaristi Eusebio
Departamento de Química, Centro de Investigación y de Estudios Avanzados, Avenida I.P.N. 2508, Ciudad de México, 07360, Mexico.
Centro de Investigaciones Químicas, Universidad Autónoma del Estado de Morelos, Av. Universidad 1001, Cuernavaca, Morelos, 62210, Mexico.
Beilstein J Org Chem. 2017 Aug 18;13:1728-1734. doi: 10.3762/bjoc.13.167. eCollection 2017.
The use of mechanochemistry to carry out enantioselective reactions has been explored in the last ten years with excellent results. Several chiral organocatalysts and even enzymes have proved to be resistant to milling conditions, which allows for rather efficient enantioselective transformations under ball-milling conditions. The present article reports the first example of a liquid-assisted grinding (LAG) mechanochemical enzymatic resolution of racemic β-amino esters employing lipase B (CALB) to afford highly valuable enantioenriched -benzylated-β-amino acids in good yields. Furthermore the present protocol is readily scalable.
在过去十年中，人们对利用机械化学进行对映选择性反应进行了探索，并取得了优异的成果。事实证明，几种手性有机催化剂甚至酶都能耐受研磨条件，这使得在球磨条件下能够进行相当高效的对映选择性转化。本文报道了首例采用脂肪酶B（CALB）对外消旋β-氨基酯进行液相助磨（LAG）机械化学酶法拆分的实例，以良好的产率得到了具有高价值的对映体富集的苄基化β-氨基酸。此外，本方法易于扩大规模。
