6533b824fe1ef96bd1280c28

RESEARCH PRODUCT

Direct catalytic cross-coupling of alkenyllithium compounds

Valentin HornillosCarlos VilaMartín Fañanás-mastralBernard FeringaMassimo Giannerini

subject

Química organometàl·licaHalidechemistry.chemical_element010402 general chemistry01 natural sciencesORGANOLITHIUM COMPOUNDSCatalysischemistry.chemical_compoundNOBEL-PRIZECatàlisiXPhosOrganic chemistryREAGENTSARYL CHLORIDES010405 organic chemistryChemistryPALLADIUMArylGeneral ChemistryCombinatorial chemistry0104 chemical sciencesCARBON-CARBONORGANIC HALIDESReagentStereoselectivityLithiumSMALL-MOLECULE SYNTHESISPalladiumORTHO-METALATIONBUILDING-BLOCKS

description

A catalytic method for the direct cross-coupling of alkenyllithium reagents with aryl and alkenyl halides is described. The use of a catalyst comprising Pd-2(dba)(3)/XPhos allows for the stereoselective preparation of a wide variety of substituted alkenes in high yields under mild conditions. In addition (1-ethoxyvinyl) lithium can be efficiently converted into substituted vinyl ethers which, after hydrolysis, give readily access to the corresponding methyl ketones in a one pot procedure.

yearjournalcountryeditionlanguage
2015-01-01
10.1039/c4sc03117bhttps://hdl.handle.net/10550/73675