Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 57, Issue 38, Pages 12328-12332Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201807302
Keywords
arylation; corynoline; enantioselectivity; palladium catalysis; phosphine ligands
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Funding
- Strategic Priority Research Program of the Chinese Academy of Sciences [XDB20000000]
- CAS [QYZDY-SSW-SLH029]
- NSFC [21725205, 21432007, 21572246]
- K. C. Wong Education Foundation
- [STCSM-18520712200]
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Sterically hindered substrates can be employed in an enantioselective palladium-catalyzed alpha-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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