金鸡纳生物碱催化剂在不对称Strecker反应中的应用研究  

Investigation on Cinchona alkaloids derivatives catalyzed asymmetric Strecker reaction

作　　者：王强[1] 杜江丽[1] 金瑛[1] 

机构地区：[1]吉林医药学院药学院,吉林吉林132013

出　　处：《吉林医药学院学报》2012年第6期347-349,共3页Journal of Jilin Medical University

基　　金：吉林省自然科学基金项目(No.201015237)

摘　　要：目的筛选适用于不对称Strecker反应的优秀催化剂体系。方法将4种金鸡纳生物碱催化剂用于不同醛亚胺的不对称Strecker反应,并考察温度、催化剂用量、溶剂对反应立体选择性的影响。结果最佳催化剂体系为:20 mol%奎尼丁,20 mol%S-1,1-联-2-萘酚,甲苯为反应溶剂,-20℃。获得了很高的化学产率(82%～97%)和最高达50%ee的立体选择性。结论筛选的催化剂体系价廉易得,适用的反应底物范围宽,反应的立体选择性还需进一步提高。Objective To screen excellent catalyst system for the asymmetric Strecker reaction.Methods Four Cinchona alkaloid derivatives have been used to catalyze the asymmetric Strecker reaction of aldimine and TMSCN.The influence factors of temperature,catalyst amount and solvent on stereoselectivities have been investigated to optimize the catalyst system.Results The optimal catalyst system were 20 mol% of quinidine,20 mol% of(S)-Binol,toluene as solvent,-20 ℃.The correspondingα-aminonitrile compounds have been obtained in excellent yields(82%~97%) and with up to 50%ee.Conclusion The screened catalyst system is cheap,simple and applicable for wide range of substrates.But the stereoselectivities need to be further improved.

关 键 词：金鸡纳生物碱催化剂 不对称 Strecker反应 α-氨基腈化合物 

分 类 号：O643.32[理学—物理化学]