• 제목/요약/키워드: Stereogenic center

검색결과 4건 처리시간 0.022초

2,3-Dihydropyrrolo[1,2-b]benzisothiazole 5,5-Dioxide들의 비대칭성 광이성질화 반응 (A New Asymmetric Photoisomerization of 2,3-Dihydropyrrolo[1,2-b]benzisothiazole 5,5-Dioxides)

  • Elghamry, Ibrahim;Dopp, Dietrich
    • 대한화학회지
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    • 제54권6호
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    • pp.727-730
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    • 2010
  • 245 nm mercury lamp를 사용하여 2,3-dihydropyrrolo[1,2-b]benzisothiazole 5,5-dioxide를 광이성질화 반응시켜서 2,3-dihydro[1]benzothieno[3,2-b]pyrrole 4,4-dioxide를 가지고 있는 tricyclic ring system 화합물을 합성하는 방법을 개발하였다. 합성한 화합물들에 대한 구조는 IR, NMR, MS 및 single crystal X-ray crystallography를 이용하여 결정하였다.

Photochemical Approach to the Preparation of Lariat Crown Ethers Containing Peptide Sidearms

  • Cho, Dae-Won;Quan, Chunsheng;Park, Hea-Jung;Yoon, Ung-Chan;Mariano, Patrick S.
    • Bulletin of the Korean Chemical Society
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    • 제32권2호
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    • pp.503-509
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    • 2011
  • New types of lariat type crown ethers containing peptide sidearms were prepared by using a novel strategy employing single electron transfer (SET)-induced photocyclization reactions of $\alpha$-silylether terminated phthalimides. Reactions of chiral substrates in this series produced diastereomeric mixtures of crown ether products as a result of the formation of new stereogenic center generation in the photocyclization process.

First Total Synthesis of (-)-Antofine by Using Catalytic Phase Transfer Alkylation.

  • Lee, Jae-Kwang;Lee, Tae-Ho;Park, Hyeung-Geun;Kim, Deuk-Joon;Kim, Sang-Hee
    • 대한약학회:학술대회논문집
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    • 대한약학회 2003년도 Proceedings of the Convention of the Pharmaceutical Society of Korea Vol.2-2
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    • pp.183.3-183.3
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    • 2003
  • Phenanthroindolizidine alkaloid, (-)-antofine has attracted attention because of its extremely potent inhibition of cancer cell growth (Its $IC_50$ values have the low nanomolar range). The frist asymmetric total synthesis of (-)-antofine is described. An important feature of this synthesis is the creation of a stereogenic center by enantioselective alkylation using the phase transfer catalyst (PTC) and ring-closing metathesis (RCM) for pyrrolidine ring construction. This synthesis is efficient to allow the asymmetric preparation of other naturally occurring phenanthroindolizidine and phenanthroquinolizidine alkaloid.

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Studies Toward the Total Synthesis of Perhydrohistrionicotoxin

  • Ko, Hyo-Jin;Lee, Tae-Ho;Kim, Shin-Ae;Kim, Sang-Hee
    • 대한약학회:학술대회논문집
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    • 대한약학회 2003년도 Proceedings of the Convention of the Pharmaceutical Society of Korea Vol.2-2
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    • pp.179.3-179.3
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    • 2003
  • Natural histrionicotoxin, a substance isolated from the skins of the "arrow poison frog" and its fully hydrogenated derivative, perhydrohistrionicotoxin (pHTX), have been the subject of synthetic investigation because of their important neurophysiological activity and a unique framework. In this work, we could obtained the appropriately functionalized spiropiperidine compound as a formal precursor of perhydrohistrionicotoxin. An important feature of this synthesis is the creation of a stereogenic center by using Ireland-Claisen Rearrangement, and Ring-Closing Metathesis (RCM).sis (RCM).

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