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 language | English (US) |
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Pages (from-to) | 193-198 |
Number of pages | 6 |
Journal | Journal of China Pharmaceutical University |
Volume | 38 |
Issue number | 3 |
State | Published - Jun 2007 |
Externally published | Yes |
Keywords
- Lasubine
- Quinolizidine
- Ring-closing metathesis
- Roush allylborations
ASJC Scopus subject areas
- Pharmacology
- Pharmaceutical Science