Chin. J. Org. Chem. ›› 2012, Vol. 32 ›› Issue (12): 2322-2327.DOI: 10.6023/cjoc201207011 Previous Articles     Next Articles

Articles

二乙基锌对原位产生吲哚亚胺的对映选择性加成反应

倪承燕, 李文科, 何龙, 刘全忠, 康泰然   

  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 637000
  • 收稿日期:2012-07-07 修回日期:2012-08-02 发布日期:2012-08-06
  • 通讯作者: 刘全忠 E-mail:quanzhongliu@sohu.com
  • 基金资助:

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

Enantioselective Conjugate Addition of Diethylzinc to Vinylogous Imines Generated in situ from Sulfonyl Indoles

Ni Chengyan, Li Wenke, He Long, Liu Quanzhong, Kang Tairan   

  1. Chemical Synthesis and pollution Control Key Laboratory of Sichuan Province, College of Chemistry and Chemical Engineering, China West Normal University, Nanchong 637000
  • Received:2012-07-07 Revised:2012-08-02 Published:2012-08-06
  • Supported by:

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

Enantioselective conjugate addition of diethyl zinc to vinylogous imines generated in situ from sulfonyl indoles was developed. Various sulfonyl indoles reacted with diethyl zinc in the presence of chiral phosphoramidites in combination with copper triflate affording the corresponding indole substituted alkanes in up to 99% yield with moderate to good enantioselectivity (up to 80% ee).

Key words: vinylogous imines, enantioselective conjugate addition, sulfonyl indoles