Bulletin of the Korean Chemical Society

  • 제31권3호
  • /
  • Pages.645-649
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  • 2010
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  • 0253-2964(pISSN)
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  • 1229-5949(eISSN)
대한화학회 (Korean Chemical Society)
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Efficient Synthetic Method of Z-Selective 2-Halo-1,3-dienes from Reactions of Allenols Possessing Ethoxycarbonyl and Vinyl Group with Indium Trihalide

  • Eom, Da-Han (Department of Chemistry and Institute for Molecular Science and Fusion Technology, Kangwon National University) ;
  • Kim, Sung-Hong (Analysis Research Division Daegu Center, Korea Basic Science Institute) ;
  • Lee, Phil-Ho (Department of Chemistry and Institute for Molecular Science and Fusion Technology, Kangwon National University)
  • 발행 : 2010.03.20
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초록

An efficient synthetic method of Z-selective 3-ethoxycarbonyl-2-halo-1,3-dienes and 3-vinyl-2-halo-1,3-dienes was developed from the reaction of allenols having ethoxycarbonyl and vinyl group with indium trihalides at room temperature in $CH_2Cl_2$.

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참고문헌

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  2. Organoindium Reagents: The Preparation and Application in Organic Synthesis vol.113, pp.1, 2013, https://doi.org/10.1021/cr300051y
  3. -isoindole Derivatives from Arylacyl Bromides via Homoallenic Bromohydrins vol.80, pp.4, 2015, https://doi.org/10.1021/acs.joc.5b00072
  4. [3,3]-Sigmatropic rearrangement of allenic alcohols: stereoselective synthesis of 1,3-diene-2-ol sulfonates vol.15, pp.18, 2017, https://doi.org/10.1039/C7OB00578D
  5. Copper-Catalyzed Direct and Stereoselective Synthesis of Conjugated Enynes from α-Allenols pp.16154150, 2019, https://doi.org/10.1002/adsc.201801211
  6. ChemInform Abstract: Efficient Synthetic Method of Z-Selective 2-Halo-1,3-dienes from Reactions of Allenols Possessing Ethoxycarbonyl and Vinyl Group with Indium Trihalide. vol.41, pp.32, 2010, https://doi.org/10.1002/chin.201032079
  7. Palladium-Catalyzed Cross-Coupling Reaction and Gold-Catalyzed Cyclization for Preparation of Ethyl 2-Aryl 2,3-Alkadienoates and α-Aryl γ-Butenolides vol.32, pp.8, 2010, https://doi.org/10.5012/bkcs.2011.32.8.2911
  8. The half‐sandwich titanocene CpTiIIICl2 as efficient system for the preparation of 2,5‐dihydrofurans via α‐allenols vol.34, pp.1, 2010, https://doi.org/10.1002/aoc.5244
  9. Deciphering the Chameleonic Chemistry of Allenols: Breaking the Taboo of a Onetime Esoteric Functionality vol.121, pp.7, 2021, https://doi.org/10.1021/acs.chemrev.0c00986