Chin. J. Org. Chem. ›› 2018, Vol. 38 ›› Issue (1): 131-137.DOI: 10.6023/cjoc201710022 Previous Articles     Next Articles

Special Issue: 庆祝吴养洁院士九十华诞专辑



孙凯a, 孙兴文a, 林国强a,b   

  1. a 复旦大学化学系 上海 200433;
    b 中国科学院上海有机化学研究所 上海 200032
  • 收稿日期:2017-10-20 修回日期:2017-10-31 发布日期:2017-11-03
  • 通讯作者: 孙兴文
  • 基金资助:


Synthesis of β-Amino Carbonyl Compounds and Its Application: Total Synthesis of (+)-Sedridine

Sun Kaia, Sun Xingwena, Lin Guoqianga,b   

  1. a Department of Chemistry, Fudan University, Shanghai 200433;
    b Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai 200032
  • Received:2017-10-20 Revised:2017-10-31 Published:2017-11-03
  • Contact: 10.6023/cjoc201710022
  • Supported by:

    Project supported by the National Natural Science Foundation of China (No. 20802009).

β-Amino-carbonyl fragments are important structures of many bioactive molecules and pharmaceuticals and critical synthetic blocks which can be easily converted into other structures and compounds. A novel method for preparing β-amino-carbonyl compounds with oxygen as an oxidant, palladium acetate and cuprous chloride as catalysts was reported. The chiral high allyl amine compounds can be converted into corresponding β-amino carbonyl compounds with moderate to good yield, good substrate scope, and tolerance of chiral centers. Natural product (+)-sedridine was synthesized with 32% yield.

Key words: β-amino carbonyl compound, chiral high allyl amine, Wacker reaction, (+)-sedridine