Chin. J. Org. Chem. ›› 2013, Vol. 33 ›› Issue (07): 1483-1489.DOI: 10.6023/cjoc201301001 Previous Articles     Next Articles

Articles

高选择性相转移催化原位产生不饱和亚胺参与的不对称Michael反应

陈金全, 康泰然, 刘敬林, 何龙, 刘全忠   

  1. 西华师范大学化学化工学院化学合成与污染控制四川省重点实验室 南充 637009
  • 收稿日期:2013-01-01 修回日期:2013-02-20 发布日期:2013-03-06
  • 通讯作者: 刘全忠 E-mail:quanzhongliu@cwnu.edu.cn
  • 基金资助:

    国家自然科学基金(Nos. 20772097, 21102116)资助项目.

Phase Transfer Catalyzed Enantioselective and Diastereoselective Conjugate Additions of Glycinate Imine to Unsaturated Imines Formed in situ from Sulfonylindoles

Chen Jinquan, Kang Tairan, Liu Jinglin, He Long, Liu Quanzhong   

  1. Chemical Synthesis and Pollution Control Key Laboratory of Sichuan Province, College of Chemistry and Chemical Engineering, China West Normal University, Nanchong 637009
  • Received:2013-01-01 Revised:2013-02-20 Published:2013-03-06
  • Supported by:

    Project supported by the National Natural Science Foundation of China (Nos. 21102116, 20772097).

Enantio-and diastereo-selective conjugate addition of glycine derivatives to α,β-unsaturated imines generated in situ from sulfonylindoles under phase transfer catalysis was described. The corresponding syn β-substituted tryptophan derivatives were obtained in up to 99% yield with up to 95% ee and 5:1 dr.

Key words: phase transfer catalysis, glycine derivative, sulfonylindoles, β-substituted tryptophans