• Title/Summary/Keyword: Total Synthesis

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Studies on the Synthesis of Naphthoquinoids-1 : Formal Total Synthesis of (+)-6-Oxo-3,4,4a,5-tetra hydro-3-hydroxy-2,2-dimethylnaphtho-1,2-pyran

  • Park, Oee-Sook;Lim, Jae-Gyeong
    • Archives of Pharmacal Research
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    • v.19 no.6
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    • pp.581-585
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    • 1996
  • A new formal total synthesis of (+)-6-oxo-3, 4, 4a, 5-tetrahydro-3-hydroxy-2, 2-dimenthylnaphtho-1, 2-pyran (1) which has been known to have bactericidal, bacteriostatic, fungicidal, fungistatic activities against Staphylococcus aureus and other microorganism, is described. The key reaction involves enantioselective prenylation of .alpha.-tetralone via chiral lithioenamine.

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Studies Directed Toward Asymmetric Total Synthesis of Calycotomine (Calycotomine의 입체선택적 합성 연구)

  • Yang, Jung-Eun;Jung, Jae-Kyung
    • YAKHAK HOEJI
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    • v.53 no.3
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    • pp.161-164
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    • 2009
  • Synthetic studies directed toward an asymmetric total synthesis of calycotomine, an representative tetrahydroisoquinoline, are described. The application of N-tert-butane sulfinyl chiral auxiliary to the Pictet-Spengler type reaction for the efficient synthesis of tetrahydroisoquinoline skeleton has been also investigated.

Total Synthesis of Sufentanil

  • Shin, Dong-Yun;Ryu, Jae-Sang;Hyun, Soon-Sil;Park, Hyun-Ju;Jeon, Ra-Ok;Suh, Young-Ger
    • Archives of Pharmacal Research
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    • v.22 no.4
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    • pp.398-400
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    • 1999
  • Sufentanil, a potent anilidopiperidine analgesic, was synthesized from a simple thiophenylethylamine via six sequence. The key parts of this synthesis involved an efficient construction of thiophenylethylpiperidone by aminomethano desilylation-cyclization followed by Swern oxidation and a direct regioselective N-nucleophilic spiral epoxide cleavage with aniline promoted by Lewis acids.

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First Total Synthesis of Prorepensin with a Bis-Geranylated Chalcone

  • Jung, Eun-Mi;Lee, Yong-Rok
    • Bulletin of the Korean Chemical Society
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    • v.30 no.11
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    • pp.2563-2566
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    • 2009
  • The first total synthesis of naturally occurring prorepensin with a bis-geranylated chalcone has been achieved by a convergent sequence. The key strategy involved in the synthesis of prorepensin was chalcone formation by aldol condensation of the corresponding geranylated acetophenone with geranylated benzaldehyde.

Total Synthesis of a New 7-Deoxyidarubicinone Derivative through the Functionalization of an A-Ring Side Chain

  • Rho, Young S.;Go, Hyeon Gyeong;Kim, Wan Jung;Yu, Dong Jin;Gang, Hyeon Su
    • Bulletin of the Korean Chemical Society
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    • v.21 no.8
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    • pp.774-778
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    • 2000
  • A convenient total synthesis of a new 7-deoxyidarubicinone ivative21,the aglycon of the anticancer anti-biotic idarubicin analogue,is described.Keyfeatures of the synthesis are the Friedel-Crafts acylation and the functionalization of an A-ring si de chain. A synthon 14 for the A and B rings was prepared from intermediate 6 in five steps.

A Total Synthesis of Dehydrojuvabione (Dehydrojuvabione의 전합성)

  • 박외숙
    • YAKHAK HOEJI
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    • v.28 no.1
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    • pp.1-10
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    • 1984
  • A total synthesis of dehydrojuvabione which has high juvenile hormone activity, is described. The kinetic enloate of mesityl oxide is used as nucleophilic synthon for this synthesis. 1,4-Dioxaspiro [4,5] decan-8-carboxaldehyde was treated with kinetic enolate of mesityl oxide to give 8-(1'-hydroxy-5'-methyl-3'-oxo-4'-hexenyl)-1,4-dioxaspiro [4,5] decane. The latter compound was dehydrated. The resulted dienone was treated with lithium dimethylcuprate. After that, appropriate transformation was performed to give dehydrojuvabione.

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The Effects of Two Plant Extracts on Tyrosinase Activity (2종 식물 추출물이 Tyrosinase 활성에 미치는 영향)

  • 차은정;김안근
    • YAKHAK HOEJI
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    • v.47 no.1
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    • pp.20-24
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    • 2003
  • The purpose of this work was to study the effect of extracts from pharbitidis seed and watermelon's inner shell on tyrosinase activity. For this purpose, the effects of plant extracts on total melanin synthesis and tyrosinase activity were measured. The results showed that the extracts effectively inhibited the tyrosinase activity and total melanin synthesis. The non-cytotoxicity of the plant extracts was confirmed by MTT assay.

Approach to the Total Synthesis of Acanthoside-D

  • Ngoc, Thyen-Truong;Park, Hae-Il
    • Proceedings of the PSK Conference
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    • 2003.10b
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    • pp.186.4-187
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    • 2003
  • Acanthoside-D, one of major components of Acanthopanacis Cortex, is known as a ginseng-like substance. it has been known to possess diverse biological effects. Acanthoside-D has a furofuran lignan structure and the synthesis of which poses interesting and often unsolved proplems of stereocontrol. Although a few interesting syntheses providing this natural product have been reported, an intermolecular McMurry coupling - intramolecular Mitsunobu cyclization route has not yet been explored. We report here a short and efficient synthetic pathway to the total synthesis of Acanthoside-D from aryl aldehydes and methyl acrylates via Baylis-Hillman reaction, intermolecular McMurry coupling and intramolecular Mitsunobu cyclization as key reaction.

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