Diastereoselective synthesis of bis(-aminophosphonates) by lipase catalytic promiscuity

被引：21

作者：

Aissa, Rim ^{[1
]}

Guezane-Lakoud, Samia ^{[1
]}

Kolodziej, Emilie ^{[2
]}

Toffano, Martial ^{[2
]}

Aribi-Zouioueche, Louisa ^{[1
]}

机构：

[1] Badji Mokhtar Annaba Univ, Ecocompatible Asymmetr Catalysis Lab LCAE, BP 12, Annaba 23000, Algeria

[2] Univ Paris Sud, CNRS, UMR, Equipe Catalyse Mol,ICMMO, Bat 420, F-91405 Orsay, France

来源：

NEW JOURNAL OF CHEMISTRY | 2019年 / 43卷 / 21期

关键词：

STATE ANALOG INHIBITORS; KINETIC RESOLUTION; TRANSITION-STATE; ALPHA-AMINOPHOSPHONATES; ASYMMETRIC REDUCTION; GREEN CHEMISTRY; HYDROLYSIS; PHOSPHITES; EFFICIENT; ALCOHOLS;

D O I：

10.1039/c8nj06235h

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

New bis(-aminophosphonates) were directly prepared with high diastereoselectivity by lipase catalytic promiscuity in the presence of immobilized Candida antarctica lipase. We focused on the multi-component Kabachnik-Fields reaction using various aldehydes, benzidine, and diethylphosphite in one pot. The reaction proceeded with short reaction times with good to excellent yields. The CAL-B was easily recovered and reused several times. A total diastereoselectivity was observed for bis(-aminophosphonates) 4a, 4c, 4h, 4i, 4k and was high for 4b, 4f and 4j.

引用

页码：8153 / 8159

页数：7

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