Ni(0)-catalyzed 1,4-selective diboration of conjugated dienes.
A catalytic stereoselective 1,4-diboration of conjugated dienes with B(2)(pin)(2) was accomplished with Ni(cod)(2) and PCy(3) as the catalyst. This reaction broadens the substrate scope of current methods for catalytic diene diboration by including internal and sterically hindered dienes, and it proceeds efficiently at low catalyst loadings. The intermediate allylboronate was oxidized to the stereodefined allylic 1,4-diol.
Ely
Robert J
RJ
Department of Chemistry, Merkert Chemistry Center, Boston College, Chestnut Hill, Massachusetts 02467, USA.
Morken
James P
JP
D001896:Boron Compounds / Q000737:chemistry*; D002384:Catalysis; D008024:Ligands; D015394:Molecular Structure; D009532:Nickel / Q000737:chemistry*; D013237:Stereoisomerism
D001896:Boron Compounds; D008024:Ligands; D009532:Nickel