title: A powerful hydrogen-bond-donating organocatalyst for the enantioselective intramolecular oxa-Michael reaction of α,β-unsaturated amides and esters.
abstract: Tuning the organocatalyst: An unprecedented enantioselective intramolecular oxa-Michael reaction of unactivated α,β-unsaturated amides and esters catalyzed by a powerful hydrogen-bond-donating organocatalyst has been developed. Furthermore, the products obtained from this reaction have been used for the straightforward asymmetric synthesis of several natural products and biologically important compounds.
authors.affiliation: Graduate School of Pharmaceutical Sciences, Kyoto University Institution, Yoshida, Sakyo-ku, Kyoto 606-8501 (Japan).
authors.forename: Yusuke
authors.initials: Y
authors.lastname: Kobayashi
authors.forename: Yamato
authors.initials: Y
authors.lastname: Taniguchi
authors.forename: Noboru
authors.initials: N
authors.lastname: Hayama
authors.forename: Tsubasa
authors.initials: T
authors.lastname: Inokuma
authors.forename: Yoshiji
authors.initials: Y
authors.lastname: Takemoto
mesh_terms: D000577:Amides / Q000737:chemistry*; D002384:Catalysis; D004952:Esters / Q000737:chemistry*; D006571:Heterocyclic Compounds / Q000737:chemistry*; D006859:Hydrogen / Q000737:chemistry*; D015394:Molecular Structure; D013237:Stereoisomerism
chemical_list: D000577:Amides; D004952:Esters; D006571:Heterocyclic Compounds; D006859:Hydrogen
keywords: Michael reaction; asymmetric synthesis; heterocycles; hydrogen bonding; stereoselective catalysis