title: Pd-catalyzed asymmetric allylic amination of Morita-Baylis-Hillman adduct derivatives using chiral diaminophosphine oxides: DIAPHOXs.
abstract: [reaction: see text] Asymmetric allylic amination of allylic carbonates prepared from racemic Morita-Baylis-Hillman adducts proceeded in the presence of Pd catalyst, chiral diaminophosphine oxide (DIAPHOX), and BSA, affording the corresponding chiral aza-Morita-Baylis-Hillman adduct derivatives in excellent yield with up to 99% ee. The cyclic reaction products could be converted into various synthetically useful compounds such as chiral cyclic beta-amino acids.
authors.affiliation: Graduate School of Pharmaceutical Sciences, Chiba University, Chiba 263-8522, Japan.
authors.forename: Tetsuhiro
authors.initials: T
authors.lastname: Nemoto
authors.forename: Takashi
authors.initials: T
authors.lastname: Fukuyama
authors.forename: Eri
authors.initials: E
authors.lastname: Yamamoto
authors.forename: Shinji
authors.initials: S
authors.lastname: Tamura
authors.forename: Tomoaki
authors.initials: T
authors.lastname: Fukuda
authors.forename: Takayoshi
authors.initials: T
authors.lastname: Matsumoto
authors.forename: Yuichi
authors.initials: Y
authors.lastname: Akimoto
authors.forename: Yasumasa
authors.initials: Y
authors.lastname: Hamada
mesh_terms: D002384:Catalysis; D015394:Molecular Structure; D010087:Oxides / Q000737:chemistry*; D010165:Palladium / Q000737:chemistry*; D010720:Phosphines / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D010087:Oxides; D010720:Phosphines; D010165:Palladium