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Enantioselective Palladium(II)‐Catalyzed Oxidative Aminofluorination of Unactivated Alkenes with Et 4 NF⋅3 HF as a Fluoride Source
Author(s) -
Hou Chuanqi,
Chen Pinhong,
Liu Guosheng
Publication year - 2020
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.201913100
Subject(s) - enantioselective synthesis , fluoride , catalysis , chemistry , palladium , quinoline , nucleophile , combinatorial chemistry , organic chemistry , medicinal chemistry , inorganic chemistry
The first asymmetric Pd II ‐catalyzed aminofluorination of unactivated alkenes using chiral quinoline‐oxazolines (Quox) as ligands has been developed. This reaction provides easy access to a wide array of enantiomerically enriched β‐fluoropiperidines in good yields and with excellent enantioselectivity. Notably, Et 4 NF⋅3 HF as a readily accessible nucleophilic fluoride source was found to play an essential role in the enantioselective control, and CsOCF 3 also acts a key additive to improve the excellent ee value of products.