摘要
选用甘氨酸等当体镍螯合物与α,β-不饱和酮进行不对称Michael加成反应,在室温条件下,以1,8-二氮杂二环十一碳-7-烯(DBU)为碱,甲醇为溶剂,不对称合成了3,5-二取代脯氨酸及其衍生物.该方法具有操作简单、收率高、底物适用范围广的特点,为3,5-二取代脯氨酸及其衍生物的不对称合成提供了新的研究思路.
Highly diastereoselective Michael addition reactions of chiral Ni(Ⅱ)-complex of glycine with a,fl-unsaturated ke- tones in the presence of 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) and MeOH at ambient temperature were achieved. The operationally convenient procedure for preparation of the target products renders that this method is an attractive strategy for practical synthesis of 3,5-disubstituted prolines.
作者
赵亮
周圣斌
童军华
王江
柳红
Zhao Liang;Zhou Shengbin;Tong Junhua;Wang Jiang;Liu Hong(State Key Laboratory of Drug Research and CAS Key Laboratory of Receptor Research, Shanghai Institute of Materia Mediea, Chinese Academy of Scienees, Shanghai 201203;University of Chinese Academy of Sciences, Beijing 100049;Nano Science and Technology Institute, University of Science and Technology of China, Suzhou 215123)
出处
《有机化学》
SCIE
CAS
CSCD
北大核心
2018年第6期1437-1446,共10页
Chinese Journal of Organic Chemistry
基金
国家自然科学基金(Nos.81620108027
21632008
21672231
21472209)
国家重大科学计划(No.2015CB910304)
上海市科委课题(No.15QA1404400)资助项目~~