Described is a concise route to (�)-taiwaniaquinol B. The 6-5-6-fused ring system was constructed by sequencing a Fries rearrangement and a photo-Nazarov cyclization.The application of photoirradiation conditions was found to be crucial for promoting the key electrocyclization and mitigating the competing oxo-Michael pathway.
Described is a formal synthesis of racemic schulzeines B and C that intercepts intermediates developed by Gurjar and co-workers. The synthetic sequence features an annulative coupling of a ketimine and acrylic acid enabling the construction of the benzoquinolizidine nucleus in a highly convergent manner. We also examined a continuous-flow version of the thermal aza-annulation, which proved less practical as compared to the batch processes.
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