Pd-Catalyzed Conjunctive Cross-Coupling between Grignard-Derived Boron "Ate" Complexes and C(sp2) Halides or Triflates: NaOTf as a Grignard Activator and Halide Scavenger.
Catalytic enantioselective conjunctive cross-couplings that employ Grignard reagents are shown to furnish an array of nonracemic chiral organoboronic esters in an efficient and highly selective fashion. The utility of sodium triflate in facilitating this reaction is two-fold: it enables "ate" complex formation and overcomes catalytic inhibition by halide ions.
Department of Chemistry, Merkert Chemistry Center, Boston College , Chestnut Hill, Massachusetts 02467, United States.
Gabriel J
GJ
Lovinger
Department of Chemistry, Merkert Chemistry Center, Boston College , Chestnut Hill, Massachusetts 02467, United States.
Mark D
MD
Aparece
Department of Chemistry, Merkert Chemistry Center, Boston College , Chestnut Hill, Massachusetts 02467, United States.
James P
0000-0002-9123-9791
JP
Morken
D001897:Boronic Acids / Q000737:chemistry*; D002384:Catalysis; D016166:Free Radical Scavengers / Q000737:chemistry; D006219:Halogens / Q000737:chemistry*; D008698:Mesylates / Q000737:chemistry*; D015394:Molecular Structure; D009942:Organometallic Compounds / Q000737:chemistry*; D010165:Palladium / Q000737:chemistry*; D012964:Sodium / Q000737:chemistry*
D001897:Boronic Acids; D016166:Free Radical Scavengers; D006219:Halogens; D008698:Mesylates; D009942:Organometallic Compounds; D010165:Palladium; D012964:Sodium; C012077:trifluoromethanesulfonic acid