title: Control of diastereoselectivity in the crotylation and cinnamylation of aldehydes by the selection of ligands on allylic indium reagents.
abstract: Diastereoselective couplings of salicylaldehyde, anisaldehyde and 2-pyridylaldehyde with crotyl- and cinnamylindium reagents were studied. The syl/anti selectivity was found to depend largely on the ligands on the indium atom of the allylic indium reagents. A syn-selective cinnamylation of salicylaldehyde was realized by the combination of cinnamyl acetate and indium(I) iodide, whereas an anti-selective coupling with salicylaldehyde was achieved by the indium trichloride/aluminium-mediated cinnamylation.
authors.affiliation: Omohi College, Graduate School of Engineering, Nagoya Institute of Technology, Gokiso-cho, Showa-ku, Nagoya 466-8555, Japan. hirasita@ach.nitech.ac.jp
authors.forename: Tsunehisa
authors.initials: T
authors.lastname: Hirashita
authors.forename: Toshiya
authors.initials: T
authors.lastname: Kamei
authors.forename: Makoto
authors.initials: M
authors.lastname: Satake
authors.forename: Tomoaki
authors.initials: T
authors.lastname: Horie
authors.forename: Hidetaka
authors.initials: H
authors.lastname: Shimizu
authors.forename: Shuki
authors.initials: S
authors.lastname: Araki