• Title/Summary/Keyword: Hydroboration

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Synthesis of Octopus Type Trimethylene Glycol β-D-glucopyranosides

  • Kim, Yong Sik;Kadla, John F.
    • Journal of the Korean Wood Science and Technology
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    • v.41 no.2
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    • pp.149-157
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    • 2013
  • The octopus type oligo-hydroxypropylene glycol ${\beta}$-D-glucopyranosides were successfully synthesized in this studies: the sterospecific compound of allyl 2, 3, 4, 6-tetra-O-acetyl-${\beta}$-D-glucopyranosides (1) was deacetylated with NaOMe in MeOH lead to allyl-${\beta}$-D-glucopyranoside (2) which was perallylated and followed by hydroboration and subsequent oxidation afforded (3-hydroxy-propyl) 2, 3, 4, 6-tetraO(3-hydroxy-propyl)-${\beta}$-D-glucopyranoside (4). As a result, not only allylpropylene glycol ${\beta}$-D-glucopyranosides (5, 7, and 9) but also hydroxypropylene glycol ${\beta}$-D-glucopyranosides (6, 8, and 10) were synthesized by repeated sequential perallylation followed by hydroboration/oxidation.

Palladium-Catalyzed Cross-Coupling Reaction of (E)-1-Alkenyl-1,3,2-benzo-dioxaboroles with Allylic Phenoxides. A Simple Route 1,4-Alkadienes from Alkynes via Hydroboration$^\dag$

  • Sasaya Fumihito;Norio Miyaura;Akira Suzuki
    • Bulletin of the Korean Chemical Society
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    • v.8 no.4
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    • pp.329-332
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    • 1987
  • The reaction of (E)-1-alkenyl-1,3,2-benzodioxaboroles with a variety of allylic phenoxides in the presence of a catalytic amount of Pd$(PPh_3)_4$ is described. The reaction affords a general and simple procedure for the preparation of 1,4-alkadienes from alkynes via hydroboration.

Thirty Six Years of Research on the Selective Reduction and Hydroboration

  • Cha, Jin-Soon
    • Bulletin of the Korean Chemical Society
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    • v.32 no.6
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    • pp.1808-1846
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    • 2011
  • From 1975 to 2011, for thirty six years, the author and his collaborators have developed a variety of reducing and hydroborating agents, and applied them to organic synthesis, which involves the 1,2-reduction of ${\alpha}$,${\beta}$-unsaturated carbonyl compounds, stereoselective reduction of cycloalkanones, regioselective ring-opening of epoxides, partial reduction of carboxylic acid derivatives to aldehydes, regioselective addition to carbon-carbon multiple bonds, etc. by utilizing metal hydrides and the newly-devised the Meerwein-Ponndorf-Verley (MPV) type reagents. Such developments provide a new synthetic methodology making possible valuable selective reductions and hydroborations, not practical previously.

Leaching of Copper from Furnace Dust by Pure and Mixed Culture of Thiobacillus ferrooxidans and Thiobacillus thiooxidans

  • Son, Kee-Hang;Lee, Cheal-Gyu;Cho, Nam-Jun
    • Bulletin of the Korean Chemical Society
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    • v.28 no.10
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    • pp.1777-1780
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    • 2007
  • The synthesis of well-defined dendrons based on aliphatic polyether dendritic cores and glassy polystyrene peripheries is described. The synthetic route involves a combination of living anionic polymerization and a stepwise convergent method consisting of iterative Williamson etherification and hydroboration/oxidation reactions. On the basis of molecular weight, as characterized by gel permeation chromatography (GPC), the first generation dendron (Generation-1) shows a random coil conformation like a linear polystyrene, while higher generations (Generation-2 and 3) reveal globular forms in solution.

Synthesis and Characterization of Aliphatic Polyether Dendrons Based on Polystyrene Peripheries

  • Song, Jie;Kim, Hyun-Yu;Cho, Byoung-Ki
    • Bulletin of the Korean Chemical Society
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    • v.28 no.10
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    • pp.1771-1776
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    • 2007
  • The synthesis of well-defined dendrons based on aliphatic polyether dendritic cores and glassy polystyrene peripheries is described. The synthetic route involves a combination of living anionic polymerization and a stepwise convergent method consisting of iterative Williamson etherification and hydroboration/oxidation reactions. On the basis of molecular weight, as characterized by gel permeation chromatography (GPC), the first generation dendron (Generation-1) shows a random coil conformation like a linear polystyrene, while higher generations (Generation-2 and 3) reveal globular forms in solution.

Design of Single Ion Conductive Solid Polymer Electrolytes Utilizing the Characteristics of the Boron Atom

  • Matsumi, Noriyoshi;Ohno, Hiroyuki
    • Proceedings of the Polymer Society of Korea Conference
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    • 2006.10a
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    • pp.275-275
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    • 2006
  • A series of organoboron polymer electrolytes were prepared and their ion conductive characteristics was investigated in detail. Alkylborane type polymer electrolytes prepared by hydroboration polymerization exhibited improve lithium transference number due to efficient anion trapping of alkylborane unit. A lithium borate type polymer/salt hybrid was also successfully prepared by dehydrocoupling polymerization of lithium mesitylhydrorate. Ionic conductivity of single ion conductive polymer/salt hybrid was further improved in the case of comb like polymer/boron stabilized imido anion hybrid prepared via polymer reaction of poly(organoboron halide) with hexylamine and PEO monomethylether and subsequent neutralization with lithium hydride.

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