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Palladium(II)‐Catalyzed Enantioselective Aminotrifluoromethoxylation of Unactivated Alkenes using CsOCF 3 as a Trifluoromethoxide Source
Author(s) -
Chen Chaohuang,
Pflüger Philipp Miro,
Chen Pinhong,
Liu Guosheng
Publication year - 2019
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.201813591
Subject(s) - enantioselective synthesis , palladium , catalysis , steric effects , chemistry , intramolecular force , oxazoline , pyridine , functional group , reactivity (psychology) , combinatorial chemistry , stereoisomerism , medicinal chemistry , organic chemistry , medicine , alternative medicine , pathology , polymer
Asymmetric Pd II ‐catalyzed intramolecular aminotrifluoromethoxylation of unactivated alkenes using readily accessible and stable CsOCF 3 as a trifluoromethoxide source has been developed, which affords a wide variety of enantiomerically enriched β‐substituted OCF 3 ‐containing piperidines in good yields. Introducing a sterically bulky group into pyridine‐oxazoline (Pyox) ligands is crucial to increasing both reactivity and enantioselectivity for the reaction. Additionally, the reaction features good functional group compatibility and mild reaction conditions.