title: Enantioselective alkylation of aldehydes using functionalized alkylboron reagents catalyzed by a chiral titanium complex.
abstract: A practical method is developed for the synthesis of enantioenriched functionalized secondary alcohols through catalytic enantioselective alkylation of aldehydes. Functionalized alkylboron reagents, [FG-(CH2)n]3B (FG = Br, TIPSO, PhtN, CO2(i)Pr, and CN) prepared from terminal olefin precursors by hydroboration, undergo enantioselective addition to aldehydes in the presence of a catalytic amount (5 mol %) of 3-(3,5-diphenylphenyl)-H8-BINOL and excess titanium tetraisopropoxide to afford the corresponding functionalized alcohols in high enantioselectivities up to 99% ee.
authors.affiliation: Venture Laboratory, Kyoto Institute of Technology, Matsugasaki, Sakyo-ku, Kyoto, 606-8585, Japan.
authors.forename: Ravindra
authors.initials: R
authors.lastname: Kumar
authors.forename: Hiroki
authors.initials: H
authors.lastname: Kawasaki
authors.forename: Toshiro
authors.initials: T
authors.lastname: Harada