title: Sequential oxonium-olefin-alkyne cyclization for the stereoselective synthesis of (octahydro-1H-pyrano[3,4-c]pyridin-5-yl)methanone derivatives.
abstract: A broad range of aldehydes undergo a smooth cascade cyclization with (E)-5-(3-phenylprop-2-ynylamino)pent-3-en-1-ol in the presence of BF3·OEt2at room temperature to furnish a novel series of (octahydro-1H-pyrano[3,4-c]pyridin-5-yl)methanone derivatives in good yields and diastereoselectivities. This cascade process provides a simple and proficient alternative for the stereoselective construction of fused pyranopiperidine derivatives.
authors.affiliation: Centre for Semiochemicals, CSIR-Indian Institute of Chemical Technology, Hyderabad 500 007, India.
authors.forename: B V
authors.initials: BV
authors.lastname: Subba Reddy
authors.affiliation: Centre for Semiochemicals, CSIR-Indian Institute of Chemical Technology, Hyderabad 500 007, India and Department of Chemistry, S. V. University, Tirupati 517502, India. basireddy@iict.res.in.
authors.forename: V
authors.initials: V
authors.lastname: Hanuman Reddy
authors.affiliation: Centre for Semiochemicals, CSIR-Indian Institute of Chemical Technology, Hyderabad 500 007, India.
authors.forename: M
authors.initials: M
authors.lastname: Durgaprasad
authors.affiliation: Centre for Semiochemicals, CSIR-Indian Institute of Chemical Technology, Hyderabad 500 007, India.
authors.forename: S
authors.initials: S
authors.lastname: Gopal Reddy
authors.affiliation: Centre for Nuclear Magnetic Resonance, CSIR-Indian Institute of Chemical Technology, Hyderabad 500 007, India.
authors.forename: J K
authors.initials: JK
authors.lastname: Lakshmi
authors.affiliation: Centre for Nuclear Magnetic Resonance, CSIR-Indian Institute of Chemical Technology, Hyderabad 500 007, India.
authors.forename: P V
authors.initials: PV
authors.lastname: Aneesh
authors.affiliation: Department of Chemistry, S. V. University, Tirupati 517502, India. basireddy@iict.res.in.
authors.forename: Y V
authors.initials: YV
authors.lastname: Rami Reddy