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Synfacts 2006(12): 1198-1198
DOI: 10.1055/s-2006-955590
DOI: 10.1055/s-2006-955590
Synthesis of Natural Products and Potential Drugs
© Georg Thieme Verlag Stuttgart · New York
Synthesis of (S)-Brevicolline
F. F. Wagner, D. L. Comins*
North Carolina State University, Raleigh, USA
Weitere Informationen
Publikationsverlauf
Publikationsdatum:
22. November 2006 (online)
Significance
The β-carboline alkaloid (S)-Brevicolline is synthesized in six steps from (S)-nicotine. Regioselective ortho-directed lithiation procedures gave a trisubstituted (S)-nicotine derivative which was used in a Suzuki coupling and intramolecular Buchwald amination to complete the synthesis.