Premium
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 international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201807302
Subject(s) - enantioselective synthesis , palladium , steric effects , catalysis , ligand (biochemistry) , chemistry , combinatorial chemistry , 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.