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Copper‐Catalyzed Regioselective Hydroalkylation of 1,3‐Dienes with Alkyl Fluorides and Grignard Reagents
Author(s) -
Iwasaki Takanori,
Shimizu Ryohei,
Imanishi Reiko,
Kuniyasu Hitoshi,
Kambe Nobuaki
Publication year - 2015
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.201503288
Subject(s) - alkyl , regioselectivity , reagent , catalysis , chemistry , alkene , carbon atom , cleavage (geology) , medicinal chemistry , organic chemistry , copper , materials science , fracture (geology) , composite material
Abstract Copper complexes generated in situ from CuCl 2 , alkyl Grignard reagents, and 1,3‐dienes play important roles as catalytic active species for the 1,2‐hydroalkylation of 1,3‐dienes by alkyl fluorides through CF bond cleavage. The alkyl group is introduced to an internal carbon atom of the 1,3‐diene regioselectively, thus giving rise to the branched terminal alkene product.

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