42524-30-1Relevant articles and documents
Lehmkuhl,Nehl
, p. 1,9 (1973)
Copper-Catalyzed Regioselective Hydroalkylation of 1,3-Dienes with Alkyl Fluorides and Grignard Reagents
Iwasaki, Takanori,Shimizu, Ryohei,Imanishi, Reiko,Kuniyasu, Hitoshi,Kambe, Nobuaki
, 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.
Regioselective opening of substituted (cyclopropylmethyl)lithiums derived from cyclopropylmethyl iodides
Charette, Andre B.,Naud, Julie
, p. 7259 - 7262 (2007/10/03)
Substituted cyclopropylmethanol derivatives were successfully opened with excellent regiocontrol by a three-step protocol. The resulting homoallylic carbanion could be trapped with a variety of electrophiles.