Total synthesis of quinolizidine alkaloids (-)-lasubine II

Sheng Yang Liu, Wei Yi Hua, Akberb Haji, Li Xin Liao, Wei Wang

Research output: Contribution to journalArticlepeer-review

4 Scopus citations

Abstract

Aim: To study and improve enantioselective total synthesis of quinolizidine alkaloid (-)-lasubine II. Methods: A new approach to total synthesis of (-)-lasubine II was established from readily available starting materials, via the new synthetic sequence including the creation of stereogenic centers through two sequential highly stereoselective Roush allylborations, SN2 cyclization and ring-closing metathesis reactions for the construction of the lasubine's quinolizidine skeleton. Results and Conclusion: The synthesis of natural product (-)-lasubine II has been accomplished by a new synthetic route in an overall yield of 15.3% and its spectrum data, including 1H NMR, 13C NMR, EI-MS, IR and optical rotation, is in agreement with the literature data.

Original languageEnglish (US)
Pages (from-to)193-198
Number of pages6
JournalJournal of China Pharmaceutical University
Volume38
Issue number3
StatePublished - Jun 2007
Externally publishedYes

Keywords

  • Lasubine
  • Quinolizidine
  • Ring-closing metathesis
  • Roush allylborations

ASJC Scopus subject areas

  • Pharmacology
  • Pharmaceutical Science

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