Synlett 2015; 26(07): 921-926
DOI: 10.1055/s-0034-1380172
letter
© Georg Thieme Verlag Stuttgart · New York

Total Synthesis of Two Pyrrole Spiroketal Alkaloids: Pollenopyrroside A and Capparisine B

Authors

  • Zhi Cao

    School of Pharmaceutical Science and Technology, State Key Laboratory of Fine Chemicals, Dalian University of Technology, Dalian 116024, P. R. of China   Email: zyzhao@dlut.edu.cn
  • Yueqing Li

    School of Pharmaceutical Science and Technology, State Key Laboratory of Fine Chemicals, Dalian University of Technology, Dalian 116024, P. R. of China   Email: zyzhao@dlut.edu.cn
  • Shisheng Wang

    School of Pharmaceutical Science and Technology, State Key Laboratory of Fine Chemicals, Dalian University of Technology, Dalian 116024, P. R. of China   Email: zyzhao@dlut.edu.cn
  • Xiuhan Guo

    School of Pharmaceutical Science and Technology, State Key Laboratory of Fine Chemicals, Dalian University of Technology, Dalian 116024, P. R. of China   Email: zyzhao@dlut.edu.cn
  • Liu Wang

    School of Pharmaceutical Science and Technology, State Key Laboratory of Fine Chemicals, Dalian University of Technology, Dalian 116024, P. R. of China   Email: zyzhao@dlut.edu.cn
  • Weijie Zhao*

    School of Pharmaceutical Science and Technology, State Key Laboratory of Fine Chemicals, Dalian University of Technology, Dalian 116024, P. R. of China   Email: zyzhao@dlut.edu.cn
Further Information

Publication History

Received: 25 November 2014

Accepted after revision: 12 January 2015

Publication Date:
10 February 2015 (online)


Graphical Abstract

Preview

Abstract

Pollenopyrroside A and capparisine B, two diastereoisomers of pyrrole spiroketal alkaloids isolated from Brassica campestris pollen and Capparis spinosa, were synthesized by an improved microwave-­assisted bishydroxymethylation of pyrrole and acid-catalyzed spirocyclization as key steps with total yields of 2.7 and 8.8%, respectively.

Supporting Information