Efficient Synthesis of (−)‐Corynoline by Enantioselective Palladium‐Catalyzed α‐Arylation with Sterically Hindered Substrates |
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| Authors: | Dr. Xiaofeng Rao Dr. Naikai Li Heng Bai Chaodi Dai Dr. Zheng Wang Prof. Dr. Wenjun Tang |
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| Affiliation: | 1. State Key Laboratory of Bio-Organic and Natural Products Chemistry, Center for Excellence in Molecular Synthesis, Shanghai Institute of Organic Chemistry, University of Chinese Academy of Sciences, Shanghai, China;2. Informatics and Technology, Astra Zeneca China, Shanghai, China |
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| Abstract: | Sterically hindered substrates can be employed in an enantioselective palladium‐catalyzed α‐arylation with the chiral monophosphorus ligand BI‐DIME. This process enabled an efficient synthesis of the antidepressant (S)‐nafenodone, a four‐step enantioselective synthesis of the Sceletium alkaloid (+)‐sceletium A‐4, a concise five‐step enantioselective synthesis of (?)‐corynoline, as well as a three‐step preparation of (?)‐DeN‐corynoline. |
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| Keywords: | arylation corynoline enantioselectivity palladium catalysis phosphine ligands |
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