18435-38-6Relevant articles and documents
Copper-Catalyzed Regioselective Hydroalkylation of 1,3-Dienes with Alkyl Fluorides and Grignard Reagents
Iwasaki, Takanori,Shimizu, Ryohei,Imanishi, Reiko,Kuniyasu, Hitoshi,Kambe, Nobuaki
supporting information, p. 9347 - 9350 (2015/08/06)
Copper complexes generated in situ from CuCl2, 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 C-F 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. Making the switch: A copper-hydride species, generated by the treatment of a copper salt with alkyl Grignard reagents, catalyzes the 1,2-hydroalkylation of 1,3-dienes by alkyl fluorides and Grignard reagents. The alkyl group of the alkyl fluoride is selectively introduced to an internal carbon atom of the 1,3-diene and the Grignard reagent acts as hydride source to give the branched terminal alkene, even in the presence of alkenes and alkynes.
Construction of bicyclic systems via a tandem free radical cyclopropylcarbinyl rearrangement-cyclisation strategy
Batey,Harling,Motherwell
, p. 8031 - 8052 (2007/10/02)
Regio- and stereospecific construction of bicyclic systems may be achieved by directed Simmons-Smith cyclopropanation of an allylic alcohol possessing a suitably positioned unsaturated acceptor, followed by a tandem free radical cyclopropylcarbinyl rearrangement-cyclisation reaction.
