• Title/Summary/Keyword: A-norerythrinan

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Synthesis of 7,8-Dioxo-A-norerythrinan-6-carboxylates (7,8-Dioxo-A-norerythrinan-6-carboxylates의 합성)

  • 최기봉;하연철;황기운;서병일;한병곤;서원준
    • YAKHAK HOEJI
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    • v.39 no.4
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    • pp.461-464
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    • 1995
  • 7, 8-Dioxp-A-norerythrinan-6-carboxylates (1-2) were synthesized by acid catalyzed cyclization of 2, 3-dioxo-1-phenethyl-octahydrocyclopenta[b]pyrrole-3a-carboxylates (3-6). The preparative condition and characteristic of rigid A-norerythrinan skeleton (E) were discussed with brief interpretation.

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Synthesis of 7,8-Dioxo-A-norerythrinan (7,8-Dioxo-A-norerythrinan의 합성)

  • Bae, Ki-Hwan;Seo, Won-Jun
    • YAKHAK HOEJI
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    • v.38 no.1
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    • pp.86-90
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    • 1994
  • 7,8-Dioxo-A-norerythrinan (A) was synthesized from acid catalyzed cyclization of 6a-hydroxv-1-(2-phenylethyl)-octahydrocyclo-penta[b] pyrrole-3a-carboxylic acid ethyl ester (B) with concomitant deethoxycarbonylation. The intermediate (B) was a hydroxylated compound of N-acyliminium (C). The unstable pyrrolinium (C) was prepared from oxalylation of the enamine of phenethylamine and ethyl 2-oxocyclopentanecarboxylate.

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[$(3aR^*,6aS^*)$-6a-Hydroxy-Asymmetric Synthesis of cyclopenta[b]pyrrole-3a-carboxylate and Determination of Its Stereostructure via NMR Spectrum ($(3aR^*,6aS^*)$-6a-Hydroxy-cyclopenta[b]pyrrole-3a-carboxylate의 부제합성 및 NMR 스텍트럼을 통한 입체구조의 결정)

  • Kwon, Soon-Kyoung;Park, Myoung-Suk;Seo, Won-Jun
    • YAKHAK HOEJI
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    • v.38 no.5
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    • pp.544-554
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    • 1994
  • Pyrrolidine-2,3-dione derivative A was synthesized from oxalylation of chiral enamine Ba. The stereostructure of its major diastereomer $(A_{maj})$ was determined as octahydro-2,3-dioxo-6aS-hyd roxy-1-(1S-methoxycarbonyl-2-phenylethyl)-cyclopenta[b]pyrrole-3aR-carboxylic acid ethyl ester Aa by means of NMR spectrum. This result implied that the asymmetric carbon-carbon bond forming reaction occurred preferentially at the ${\beta}-face$ of Ba.

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