Efficient Synthesis of (−)‐Corynoline by Enantioselective Palladium‐Catalyzed α‐Arylation with Sterically Hindered Substrates | Zendy

Rao Xiaofeng | Zendy; Li Naikai | Zendy; Bai Heng | Zendy; Dai Chaodi | Zendy; Wang Zheng | Zendy; Tang Wenjun | Zendy

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Efficient Synthesis of (−)‐Corynoline by Enantioselective Palladium‐Catalyzed α‐Arylation with Sterically Hindered Substrates

Author(s) -

Rao Xiaofeng,

Li Naikai,

Bai Heng,

Dai Chaodi,

Wang Zheng,

Tang Wenjun

Publication year - 2018

Publication title -

angewandte chemie

Language(s) - English

Resource type - Journals

eISSN - 1521-3757

pISSN - 0044-8249

DOI - 10.1002/ange.201807302

Subject(s) - enantioselective synthesis , palladium , steric effects , chemistry , catalysis , combinatorial chemistry , ligand (biochemistry) , organic chemistry , stereochemistry , receptor , biochemistry

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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