• Title/Summary/Keyword: Baylis-Hillman adducts

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Facile Synthesis of 5-Hydroxy-3-pyrrolin-2-ones from Morita-Baylis-Hillman Adducts

  • Lim, Cheol-Hee;Kim, Sung-Hwan;Kim, Jae-Nyoung
    • Bulletin of the Korean Chemical Society
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    • v.33 no.5
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    • pp.1622-1626
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    • 2012

  • An efficient synthetic method of various 5-hydroxy-3-pyrrolin-2-one derivatives has been developed starting from the MBH adducts. In addition, some synthetic applicability of the prepared 5-hydroxy-3-pyrrolin-2-ones was demonstrated including the synthesis of lactam-fused tetrahydroisoquinolines.

  • https://doi.org/10.5012/bkcs.2012.33.5.1622 인용 PDF KSCI

Synthesis of Arene-Fused Isoindoline Derivatives from Morita-Baylis-Hillman Adducts by IMDA Reaction Using Z-Vinylarenes as 1,3-Dienes

  • Kim, Ko Hoon;Lim, Jin Woo;Moon, Hye Ran;Kim, Jae Nyoung
    • Bulletin of the Korean Chemical Society
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    • v.35 no.11
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    • pp.3254-3260
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    • 2014

  • Intramolecular Diels-Alder (IMDA) reaction of vinylarenes bearing a Z-alkenyl tether, prepared from Morita-Baylis-Hillman (MBH) adducts, afforded arene-fused isoindoline derivatives in good yields. Vinylfurans, vinylthiophenes, and vinylnaphthalenes could be used successfully as dienes, while vinylbenzene failed under the same reaction conditions.

  • https://doi.org/10.5012/bkcs.2014.35.11.3254 인용 PDF KSCI

Synthesis of 3-Aryl-3-hydroxypyrrolidin-2-ones and 2-Benzyl-9b-hydroxy-3,3a,5,9b-tetrahydro-2H-pyrrolo[3,4-c]quinoline-1,4-dione Derivatives from the Baylis-Hillman Adducts of Isatins

  • Kim, Seung Chan;Lee, Ka Young;Gowrisankar, Saravanan;Kim, Jae Nyoung
    • Bulletin of the Korean Chemical Society
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    • v.27 no.8
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    • pp.1133-1139
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    • 2006

  • We prepared 3-aryl-3-hydroxypyrrolidin-2-one and tricyclic 2-benzyl-9b-hydroxy-3,3a,5,9b-tetrahydro-2H-pyrrolo[3,4-c]quinoline-1,4-dione derivatives starting from the Baylis-Hillman adducts of isatin derivatives.

  • https://doi.org/10.5012/bkcs.2006.27.8.1133 인용 PDF KSCI

Expedient One-Pot Synthesis of γ-hydroxybutenolides Starting from Baylis-Hillman Adducts: Lactonization, Isomerization, and Aerobic Oxidation of α-Methylene-γ-hydroxyester

  • Kim, Ko-Hoon;Lee, Hyun-Seung;Kim, Sung-Hwan;Lee, Ka-Young;Lee, Ji-Eun;Kim, Jae-Nyoung
    • Bulletin of the Korean Chemical Society
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    • v.30 no.5
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    • pp.1012-1020
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    • 2009

  • We developed an efficient three-step synthetic protocol of $\gamma$-hydroxybutenolides starting from the Baylis-Hillman adducts: (i) bromination, (ii) Barbier reaction and (iii) one-pot $K_2CO_3$-mediated synthesis of $\gamma$-hydroxybutenolides. In addition, we showed the synthetic applicability of butenolides including self-dimerization, conjugate addition reaction, and alkylations.

  • https://doi.org/10.5012/bkcs.2009.30.5.1012 인용 PDF KSCI