title: Palladium-Catalyzed Double Allylation of Sugar-Imines by Employing Tamaru-Kimura's Protocol: Access to Unnatural Iminosugars.
abstract: Conversion of vinyl pyranosylamine and vinyl furanosylamines to 2,6- and 2,5-disubstituted pyrrolidine and piperidine iminosugars, respectively, in one pot was developed using Kimura and Tamaru's procedure, where a Pd salt in the presence of Et2Zn was used for the domino reaction. In this procedure, double allylation, which involves nucleophilic allylation-heterocyclization, took place to give desired nitrogen heterocycles. This strategy was further elaborated to synthesize some unnatural deoxycalystegines, hydroxylated pyrrolidines, piperidines, and indolizidine analogues.
authors.affiliation: Organic and Biomolecular Chemistry Division and ‡Centre for NMR & Structural Chemistry, CSIR-Indian Institute of Chemical Technology , Tarnaka, Hyderabad 500007, India.
authors.forename: Annavareddi
authors.initials: A
authors.lastname: Naresh
authors.affiliation: Organic and Biomolecular Chemistry Division and ‡Centre for NMR & Structural Chemistry, CSIR-Indian Institute of Chemical Technology , Tarnaka, Hyderabad 500007, India.
authors.forename: Kanakaraju
authors.initials: K
authors.lastname: Marumudi
authors.affiliation: Organic and Biomolecular Chemistry Division and ‡Centre for NMR & Structural Chemistry, CSIR-Indian Institute of Chemical Technology , Tarnaka, Hyderabad 500007, India.
authors.forename: A C
authors.initials: AC
authors.lastname: Kunwar
authors.affiliation: Organic and Biomolecular Chemistry Division and ‡Centre for NMR & Structural Chemistry, CSIR-Indian Institute of Chemical Technology , Tarnaka, Hyderabad 500007, India.
authors.forename: Batchu Venkateswara
authors.identifier: 0000-0002-9055-9355
authors.initials: BV
authors.lastname: Rao