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Total Synthesis Of (±)-Quebrachamine Via [3+2] Cycloaddition And Efficient Chloroacetamide Photocyclization, Brian Pagenkopf, Barbora Bajtos
Total Synthesis Of (±)-Quebrachamine Via [3+2] Cycloaddition And Efficient Chloroacetamide Photocyclization, Brian Pagenkopf, Barbora Bajtos
Chemistry Publications
The total synthesis of (±)-quebrachamine has been completed in 13 linear steps and 17.8 % overall yield. The indole core was constructed via a formal [3+2] dipolar cycloaddition between a functionalized nitrile and donor-acceptor cyclopropane, and the synthetically challenging nine-membered ring was secured by an efficient chloroacetamide photocyclization.