摘要
以ω-溴-α-酮酸为原料,发展了一种合成手性α,ω-二氨基酸的高效方法,通过手性吡哆胺催化ω-溴-α-酮酸的不对称转氨化和NH 3 对ω-溴的取代反应,在温和条件下一锅法合成了6个带有不同长度直链手性α,ω-二氨基酸,收率49~93%, ee 值最高可以达91%,其结构经 1 H NMR和 13 C NMR表征。
A two-step one-pot process for the synthesis of chiral lipidic α,ω-diamino acids has been developed. Chiral pyridoxamine-catalyzed asymmetric transamination of ω-bromo α-keto acids, followed by substitution of the ω-bromide with NH 3 , afforded six chiral α,ω-diamino acids in 49%~93% yields with up to 91% ee under very mild conditions. The structures were characterized by 1 H NMR and 13 C NMR.
作者
陈剑锋
侯承康
许东芳
梁撼宇
袁伟成
赵宝国
CHEN Jian-feng;HOU Cheng-kang;XU Dong-fang;LIANG Han-yu;YUAN Wei-cheng;ZHAO Bao-guo(Chengdu Institute of Organic Chemistry, Chinese Academy of Sciences, Chengdu 610041, China;The Education Ministry Key Lab of Resource Chemistry and Shanghai Key Laboratoryof Rare Earth Functional Materials, Shanghai Normal University, Shanghai 200234, China;University of Chinese Academy of Sciences, Beijing 100049, China)
出处
《合成化学》
CAS
北大核心
2019年第9期680-688,697,共10页
Chinese Journal of Synthetic Chemistry
基金
国家自然科学基金资助项目(21672148,21871181)
