• Title/Summary/Keyword: Enyne

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Synthesis of 14-Membered Phenylthio Enediyne Lactone : A Precursor of the Potential Enediyne Antitumor Antibiotics (항암작용 가능성이 있는 10-Membered Enediyne의 선구물질인 14-Membered Phenylthio Enediyne Lactone의 합성)

  • Kim, Kee Dong
    • Journal of the Korean Chemical Society
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    • v.39 no.2
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    • pp.103-110
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    • 1995

  • Phenylthio substituted 14-membered lactone(23) which can serve as a precursor of a potential antitumor antibiotics (6), was successfully prepared. The synthesis of the lactone was accomplished via lactonization of the corresponding enediyne hydroxy acid (22). This hydroxy acid was derived from Pd(0)-catalyzed coupling reaction of methyl pentynoate and cis-1,2-dichloroethylene followed by another Pd(0)-catalyzed coupling reaction of the resulting methyl chloroenyne ester (20) and enyneol (17). The required enyne alcohol was successfully synthesized from vinyltin compound (12) in good overall yield.

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Synthesis of Cyclohexene Derivatives from 1,5-Enynes via Gold-Catalysis and Iodocyclization: A Comparative Study and Applications in the Synthesis of 7/5- or 8/5-Fused Rings and Biaryls

  • Lee, Young-Un;Lim, Choong-Min;Kim, Sung-Hwan;Shin, Seung-Hoon
    • Bulletin of the Korean Chemical Society
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    • v.31 no.3
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    • pp.670-677
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    • 2010

  • A comparative study on the Au(I)-catalyzed and IBr-promoted tandem cyclization of 1,5-enyne was reported. This study provides a meaningful mechanistic insight to the concerted nature of this tandem reaction and also provides interesting applications in the synthesis of 7/5- or 8/5-fused bicycles and biaryls.

  • https://doi.org/10.5012/bkcs.2010.31.03.670 인용 PDF KSCI

Formation and Properties of Enyne Radical Cation

  • Kim, Bang-Duk;Shim, Sang-Chul;Noboyuki Ichinose;Sachiko Tojo;Tetsuro Majima
    • Journal of Photoscience
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    • v.8 no.2
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    • pp.67-69
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    • 2001

  • Radical cations of DPBEY and PPCB were generated by ${\gamma}$-radiolysis and pulse radiolysis in halogenated solvents. The radical cation PPCB+ shows 505 (shoulder) and 520 nm absorption peaks with 700 ns lifetime in agreement with the laser flash photolysis work and strongly support the exciplex mechanism proposed for the photoreaction of PPCB and dimethylfumarate.

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