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Asymmetric Palladium‐Catalyzed Oxycarbonylation of Terminal Alkenes: Efficient Access to β‐Hydroxy Alkylcarboxylic Acids
Author(s) -
Tian Bing,
Li Xiang,
Chen Pinhong,
Liu Guosheng
Publication year - 2021
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.202104252
Subject(s) - enantioselective synthesis , alkene , catalysis , palladium , reactivity (psychology) , chemistry , substrate (aquarium) , combinatorial chemistry , intermolecular force , ligand (biochemistry) , functional group , organic chemistry , molecule , medicine , biochemistry , oceanography , alternative medicine , receptor , polymer , pathology , geology
A novel Pd II ‐catalyzed enantioselective oxycarbonylation of alkenes has been established. The ligand with an ethyl group at the C‐6 position of Pyox plays a significant role in the intermolecular oxypalladation process, leading to high reactivity and excellent enantioselective control. Compared to the conventional methods, the reaction itself features alkenes as easily prepared starting materials, mild and operationally simple reaction conditions, and insensitivities to air and water. Moreover, this method allows for broad alkene substrate scope, excellent regio‐ and enantioselectivities, scalabilities and a wide array of applications, and provides a useful route for the convenient and straightforward synthesis of chiral β‐hydroxy alkylcarboxylic acids/esters.