The first asymmetric total synthesis of aspidosperma alkaloid (+)-winchinine B was achieved in 12 steps from commercially available materials. A new synthetic strategy which features an efficient aza-Michael addition, a rutheniumcatalyzed transfer dehydrogenation, and an intramolecular palladium-catalyzed oxidative coupling was adopted to install the ABC tricycle system. A one-pot process involving carbonyl reduction/iminium formation/intramolecular conjugate addition developed by our group was utilized to construct the D ring moiety.
A Brønsted acid and Lewis acid co-promoted cascade cyclization reaction was developed for the concise synthesis of disubstituted pyrrolo [2,1-a] isoquinolines. The developed method was also successfully applied to the...
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