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催化不对称Pictet-Spengler反应研究进展

发表时间:2011-04-15  浏览量:1850  下载量:826
全部作者: 赵剑楠,林丽丽,刘小华,冯小明
作者单位: 绿色化学与技术教育部重点实验室,四川大学化学学院
摘 要: 催化不对称Pictet-Spengler反应是合成具有光学活性的四氢异喹啉和四氢-β-咔啉最经济有效的途径之一,得到化学工作者的极大关注。综述了近年来催化色胺与醛、酮的不对称Pictet-Spengler反应研究进展,结合对反应机理的理解,介绍了催化剂如手性硼烷、硫脲、磷酸和手性氯化硅的催化性能,对底物的改造以提高产物四氢-β-咔啉类化合物的收率和对映选择性。最后,对催化不对称Pictet-Spengler反应的发展方向作了展望。
关 键 词: 有机化学;四氢-β-咔啉;综述;不对称催化;Pictet-Spengler反应
Title: Recent development on catalytic asymmetric Pictet-Spengler reaction
Author: ZHAO Jiannan, LIN Lili, LIU Xiaohua, FENG Xiaoming
Organization: Key Laboratory of Green Chemistry & Technology, Ministry of Education, College of Chemistry, Sichuan University
Abstract: The Pictet-Spengler reaction is one of the most direct, efficient and prevailing method to construct optically active tetrahydroisoquinoline and tetrahydro-β-carboline. In this paper, the recent progress on the catalytic asymmetric Pictet-Spengler reaction between tryptamine and aldehyde or ketone was briefly described. Combined with the possible catalytic reaction mechanism, the catalytic outcomes of catalysts such as chiral borane, thiourea, phosphoric acid and chlorosilane were compared. The strategy to improve the enantioselectivity and yield of the corresponding tetrahydro-β-carboline was also discussed through the modification of the substrate. At last, the outlook of the catalytic asymmetric Pictet-Spengler reaction was summarized.
Key words: organic chemistry; tetrahydro-β-carboline; reviews; asymmetric catalysis; Pictet-Spengler reaction
发表期数: 2011年4月第7期
引用格式: 赵剑楠,林丽丽,刘小华,等. 催化不对称Pictet-Spengler反应研究进展[J]. 中国科技论文在线精品论文,2011,4(7):580-586.
 
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