Departamento de Química Orgánica e Inorgánica, Instituto Universitario de Biotecnología de Asturias, Universidad de Oviedo, 33006 Oviedo, Spain.
Org Lett. 2012 Apr 6;14(7):1696-9. doi: 10.1021/ol300250h. Epub 2012 Mar 14.
Asymmetric syntheses of isoindoline carbamates have been successfully achieved through enzyme-mediated dynamic kinetic resolution processes and without requirement of metal or acid-base catalyst for the substrate racemization. Optically active carbamates were obtained in good yields and an excellent degree of stereoselectivity when Pseudomonas cepacia lipase (PSL) was used as biocatalyst, with diallyl or dibenzyl carbonates being both adequate reagents in alkoxycarbonylation reactions.
通过酶介导的动态动力学拆分过程,成功地实现了异吲哚啉氨基甲酸酯的不对称合成,而无需金属或酸碱催化剂来引发底物外消旋化。当使用假单胞菌属脂肪酶 (PSL) 作为生物催化剂时,可获得光学活性氨基甲酸酯,并且在烷氧基羰基化反应中,二烯丙基或二苄基碳酸酯都是合适的试剂,产物的收率和立体选择性都很好。