Synthesis 2015; 47(10): 1399-1404
DOI: 10.1055/s-0034-1380137
paper
© Georg Thieme Verlag Stuttgart · New York

A Novel Asymmetric Synthesis of (+)-Deoxytylophorinine

Authors

  • Haining Lv

    State Key Laboratory of Bioactive Substance and Function of Natural Medicines, Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing 100050, P. R. of China   eMail: yushishan@imm.ac.cn
  • Song Xu

    State Key Laboratory of Bioactive Substance and Function of Natural Medicines, Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing 100050, P. R. of China   eMail: yushishan@imm.ac.cn
  • Shuanggang Ma

    State Key Laboratory of Bioactive Substance and Function of Natural Medicines, Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing 100050, P. R. of China   eMail: yushishan@imm.ac.cn
  • Yunbao Liu

    State Key Laboratory of Bioactive Substance and Function of Natural Medicines, Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing 100050, P. R. of China   eMail: yushishan@imm.ac.cn
  • Yong Li

    State Key Laboratory of Bioactive Substance and Function of Natural Medicines, Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing 100050, P. R. of China   eMail: yushishan@imm.ac.cn
  • Jing Qu

    State Key Laboratory of Bioactive Substance and Function of Natural Medicines, Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing 100050, P. R. of China   eMail: yushishan@imm.ac.cn
  • Shishan Yu*

    State Key Laboratory of Bioactive Substance and Function of Natural Medicines, Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing 100050, P. R. of China   eMail: yushishan@imm.ac.cn
Weitere Informationen

Publikationsverlauf

Received: 10. Oktober 2014

Accepted after revision: 09. Januar 2015

Publikationsdatum:
04. März 2015 (online)


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Abstract

A novel asymmetric synthesis of a phenanthroindolizidine alkaloid, (+)-deoxytylophorinine, is reported, which uses a chiral nickel(II) complex of a glycine Schiff base to synthesize a substituted (R)-3-phenanthrylalanine as a key intermediate and Meldrum’s acid to construct the E ring.

Supporting Information