A General,Concise Strategy that Enables Collective Total Syntheses of over 50 Protoberberine and Five Aporhoeadane Alkaloids within Four to Eight Steps |
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Authors: | Shiqiang Zhou Prof?Dr Rongbiao Tong |
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Institution: | Department of Chemistry, The Hong Kong University of Science and Technology, Hong Kong, China |
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Abstract: | A concise, catalytic, and general strategy that allowed efficient total syntheses of 22 natural 13‐methylprotoberberines within four steps for each molecule is reported. This synthesis represents the most efficient and shortest route to date, featuring three catalytic processes: CuI‐catalyzed redox‐A3 reaction, Pd‐catalyzed reductive carbocyclization, and PtO2‐catalyzed hydrogenation. Importantly, this new strategy to the tetracyclic framework has also been applied to the collective concise syntheses of >30 natural protoberberines (without 13‐methyl group) and five aporhoeadane alkaloids. |
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Keywords: | 13-methylprotoberberine aporhoeadane protoberberine redox-A3 reaction total synthesis |
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