• 제목/요약/키워드: Acetylenic

검색결과 28건 처리시간 0.022초

Asymmetric Reduction of Prochiral $\alpha,\beta$-Acetylenic Ketones With Potassium 9-0-(1,2 : 5,6-Di-O-isopropylidene-$\alpha$-D-glucofuranosyl)-9-bortabicylco[3.3.1]nonane$^\dag$

  • Cho, Byung-Tae;Park, Won-Suh
    • Bulletin of the Korean Chemical Society
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    • 제8권4호
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    • pp.257-260
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    • 1987

  • The asymmetric reduction of representative prochiral ${\alpha},{\beta}$-acetylenic ketones with a new chiral borohydride reducing agent, potassium 9-0-(1,2: 5,6-Di-O-isopropylidene-${\alpha}$ -D-glucofuranosyl)-9-boratabicyclo[3.3.1]nonane, 1, in THF at $-78^{\circ}C$ was studied. Structurally different acetylenic ketones such as internal ${\alpha},{\beta}$-acetylenic ketones $RC {\equiv} CCOCH_3$ and terminal ${\alpha},{\beta}$-acetylenic ketones $HC {\equiv} CCOR$ were chosen. Thus, the reduction of internal ${\alpha},{\beta}$-acetylenic ketones yields the corresponding propargyl alcohols, such as 67% ee for 3-hexyn-2-one, 75% ee for 5-methyl-3-hexyn-2-one, 86% ee for 5,5-dimethyl-3-hexyn-2-one, 74% ee for 3-nonyn-2-one and 61% ee for 4-phenyl-3-butyn-2-one. Terminal ${\alpha},{\beta}$-acetylenic ketones, such as 3-butyn-2-one, 1-pentyn-3-one, 4-methyl-1-pentyn-3-one and 1-octyn-3-one, are reduced to the corresponding alcohols with 59% ee, 17% ee, 44% ee and 12% ee of optical induction respectively. With one exception (4-methyl-1-pentyn-3-one), all propargyl alcohols obtained are enriched in R-enantiomers.

  • https://doi.org/10.5012/bkcs.1987.8.4.257 인용 PDF

이합체성 올리고디옥시리보핵산의 합성 (Synthesis of Dimeric Oligodeoxyribonucleotide)

  • 송정섭
    • 한국산학기술학회논문지
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    • 제8권6호
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    • pp.1566-1571
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    • 2007

  • 생리학적 활성을 가지고 있을 것으로 예측되는 디-아세틸렌 결합으로 연결된 oligodeoxyribonucleotide를 합성하였다. Pd(0)촉매를 사용한 Heck-type C-C 결합반응을 통하여 2'-deoxyuridine의 5-위치에 acetylene 기를 도입하고, 5'-OH를 t-butyldimethylsilyl로 보호한 후, Glaser oxidative coupling 반응을 이용하여 dimerization을 시켰다.

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Fe(0) 촉매를 이용한 Acetylenic Dienes 의 분자내 [4+2] 고리화 첨가반응에 관한 연구 (Studies Towards Intramolecular Formal Iron-Catalyzed [4+2] Cycloaddition of Acetylenic Dienes)

  • 변상용
    • 대한화학회지
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    • 제38권1호
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    • pp.61-68
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    • 1994

  • Fe(0)촉매하에서 이중고리 생성물이 얻어지는 acetylenic diene을 반응시켜 분자내 [4+2]고리화 첨가반응을 조사하였다. 위 반응은 이분자 첨가반응과 분자내 탄소 고리화 반응이 경쟁적으로 진행된다고 알려져 있다. 그러나 Fe(0)촉매하에서 4,4-dimethyl-3-(tert-butyldimethylsiloxy)-1-phenyl-6,8-decadien-1-yne(11)의 고리화 반응은 단지 이중고리 생성물만이 얻어졌다(수득율 78.1%). 이 결과에서 dienyne의 4,4-위치에 치환된 dimethyl기가 Fe(0)촉매하의 고리화 반응조건에 안정함으로 인하여 분자내 고리화 반응이 촉진되는 것으로 생각된다.

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Stereoselective Synthesis of (7Z, 11E)-7, 11-Hexadecadien-1-yl Acetate, Sex Pheromone of the Angoumois Grain Moth

  • Kang, Suk-Ku;Yoo, Kyung-Ok;Moon, Hong-Sik
    • Bulletin of the Korean Chemical Society
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    • 제8권4호
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    • pp.235-237
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    • 1987

  • (7Z, 11E)-7, 11-Hexadecadien-1-yl acetate(1), the sex pheromone of the female Angoumois grain moth, Sitotroga cerealella, was synthesized via the acetylenic intermediate, (11E)-11-hexadecen-7-yn-ol THP ether(2). The acetylenic compound was prepared from 7-octyn-1-ol THP ether(4) and (3E)-1-bromo-3-octene(3). The (E)-homoallylic bromide 3 was synthesized by the Julia olefin synthesis of 1-cyclopropylpentan-1-ol(6).

  • https://doi.org/10.5012/bkcs.1987.8.4.235 인용 PDF

Monoamine Oxidase의 억제 기구 (Mechanism of the Monoamine Oxidase Inhibition)

  • 강건일
    • 약학회지
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    • 제27권4호
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    • pp.321-329
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    • 1983

  • The review characterized active site(s) of MAO with respect to metal ions, hydrophobic and polar region, sulfhydryl group and flavin moiety. The mechanism of inhibition was dealt with three representative types of inhibitors; phenylcyclopropylamines, acetylenic amines, and hydrazines. Multiple forms of MAO was shortly described in relation to their selective inhibition. 84 reference were cited.

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