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Organoiodine‐Catalyzed Enantioselective Alkoxylation/Oxidative Rearrangement of Allylic Alcohols
Author(s) -
Zhang DongYang,
Zhang Ying,
Wu Hua,
Gong LiuZhu
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.201903007
Subject(s) - enantioselective synthesis , allylic rearrangement , catalysis , chemistry , oxidative phosphorylation , brønsted–lowry acid–base theory , organic chemistry , iodine , biochemistry
An enantioselective catalytic alkoxylation/oxidative rearrangement of allylic alcohols has been established by using a Brønsted acid and chiral organoiodine. The presence of 20 mol % of an ( S )‐proline‐derived C 2 ‐symmetric chiral iodine led to enantioenriched α‐arylated β‐alkoxylated ketones in good yields and with high levels of enantioselectivity (84–94 % ee ).