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Palladium‐Catalyzed Allylation of Alkynes with Allyl Alcohol in Aqueous Media: Highly Regio‐ and Stereoselective Synthesis of 1,4‐Dienes
Author(s) -
Huang Jingmei,
Zhou Lei,
Jiang Huanfeng
Publication year - 2006
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.200503970
Subject(s) - regioselectivity , alkene , stereoselectivity , chemistry , palladium , catalysis , aqueous medium , allyl alcohol , alcohol , cleavage (geology) , organic chemistry , bond cleavage , aqueous solution , combinatorial chemistry , medicinal chemistry , materials science , fracture (geology) , composite material
The direct approach : The unprecedented result of the title reaction (see scheme) is explained by a mechanism involving competition between π‐allylpalladation through cleavage of the CO bond and the insertion of an alkene. The procedure provides a highly stereo‐ and regioselective method to construct 1,4‐dienes in an economical and environmentally benign manner.