ASYMMETRIC DOUBLE HYDROBORATION OF 1,3-DIENED CATALYZED BY CHIRAL PHOSPHINE-RHODIUM COMPLEXES

Article abstract of DOI:10.1016/S0040-4039(00)92714-X

Reaction of 1-phenyl-1,3-butadiene with catecholborane in the presence of a rhodium catalyst bearing triarylphosphine ligand such as PPh3 or dppf proceeded regioselectivity to give, after oxidation, anti-1-phenyl-1,3-butadiol in a good yield.Use of (R)-BINAP as a chiral ligand for the catalytic hydroboration gave optically active (1S,3R)-1-phenyl-1,3-butanediol of up to 67 percent ee.