title: Stereoselective vinylogous Mukaiyama aldol reaction of α-haloenals.
abstract: We have developed a high-yielding and stereoselective vinylogous Mukaiyama aldol reaction (VMAR) of α-haloenals. Contrary to the simple α,β-unsaturated aldehyde, α-haloenals were found to be reactive affording the corresponding VMAR adducts in excellent yields. Some transformations of VMAR adducts by Pd-mediated cross-coupling were also examined in order to demonstrate the synthetic utility of VMAR of α-haloenals.
authors.affiliation: Faculty of Pharmaceutical Sciences, Tokyo University of Science, 2641 Yamazaki, Noda, Chiba, Japan.
authors.forename: Yoichi
authors.initials: Y
authors.lastname: Iwasaki
authors.forename: Ryosuke
authors.initials: R
authors.lastname: Matsui
authors.forename: Takahiro
authors.initials: T
authors.lastname: Suzuki
authors.forename: Atsuo
authors.initials: A
authors.lastname: Nakazaki
authors.forename: Susumu
authors.initials: S
authors.lastname: Kobayashi
mesh_terms: D000447:Aldehydes / Q000737:chemistry*; D002384:Catalysis; D010165:Palladium / Q000737:chemistry; D013237:Stereoisomerism
chemical_list: D000447:Aldehydes; D010165:Palladium; C116609:3-hydroxybutanal