title: Palladium-catalyzed intramolecular asymmetric hydroamination, hydroalkoxylation, and hydrocarbonation of alkynes.
abstract: A conceptually novel approach for asymmetric intramolecular hydroamination, hydroalkoxylation and hydrocarbonation of alkynes using chiral palladium catalysts are described. The reactions of the aminoalkynes 5, alkynols 7, and alkynylmethines 9 in the presence of Pd2(dba)3 x CHCl3/PhCOOH/renorphos 4 in benzene (or benzene-hexane) at 100 degrees C gave the corresponding cyclization products (nitrogen heterocycles 6, oxygen heterocycles 8, and carbocycles 10) in good yields with good enantioselectivities. The origins of enantioselectivities in the hydroamination reaction are discussed based on DFT computations.
authors.affiliation: Department of Chemistry, Graduate School of Science, Tohoku University, Sendai 980-8578, Japan.
authors.forename: Nitin T
authors.initials: NT
authors.lastname: Patil
authors.forename: Léopold Mpaka
authors.initials: LM
authors.lastname: Lutete
authors.forename: Huanyou
authors.initials: H
authors.lastname: Wu
authors.forename: Nirmal K
authors.initials: NK
authors.lastname: Pahadi
authors.forename: Ilya D
authors.initials: ID
authors.lastname: Gridnev
authors.forename: Yoshinori
authors.initials: Y
authors.lastname: Yamamoto