Journal
ORGANIC LETTERS
Volume 8, Issue 16, Pages 3549-3552Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ol061334h
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A six-step synthesis of (S)-brevicolline from (S)-nicotine is reported. Regioselective trisubstitution of the pyridine ring of nicotine, followed by successive Suzuki cross-coupling and Buchwald amination reactions, afforded the enantiopure beta-carboline alkaloid, brevicolline.
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