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Volumn , Issue 5, 2003, Pages 651-654

Organic reactions in water: Optimization of the synthesis of (±)-manzamenone a using surfactant catalysts

Author keywords

Catalysis; Cycloaddition; Natural product; Total synthesis

Indexed keywords

DEUTERIUM OXIDE; MANZAMENONE; NATURAL PRODUCT; SURFACTANT; UNCLASSIFIED DRUG;

EID: 0037270062     PISSN: 09365214     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-2003-38349     Document Type: Article
Times cited : (12)

References (27)
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    • 2; gradient elution: EtOAc:petroleum ether (40:60), 1:5, to neat EtOAc] to give manzamenone A (36 mg, 75%) with spectroscopic data identical to those reported previously.
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    • For BASC catalysts see the following references: (a) Manabe, K.; Mori, Y.; Kobayashi, S. Synlett 1999, 1401. (b) Manabe, K.; Kobayashi, S. Org. Lett. 1999, 1, 1965. (c) Manabe, K.; Mori, Y.; Kobayashi, S. Tetrahedron 2001, 57, 2537. (d) Manabe, K.; Sun, X.-M.; Kobayashi, S. J. Am. Chem. Soc. 2001, 123, 10101.
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    • For BASC catalysts see the following references: (a) Manabe, K.; Mori, Y.; Kobayashi, S. Synlett 1999, 1401. (b) Manabe, K.; Kobayashi, S. Org. Lett. 1999, 1, 1965. (c) Manabe, K.; Mori, Y.; Kobayashi, S. Tetrahedron 2001, 57, 2537. (d) Manabe, K.; Sun, X.-M.; Kobayashi, S. J. Am. Chem. Soc. 2001, 123, 10101.
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    • For BASC catalysts see the following references: (a) Manabe, K.; Mori, Y.; Kobayashi, S. Synlett 1999, 1401. (b) Manabe, K.; Kobayashi, S. Org. Lett. 1999, 1, 1965. (c) Manabe, K.; Mori, Y.; Kobayashi, S. Tetrahedron 2001, 57, 2537. (d) Manabe, K.; Sun, X.-M.; Kobayashi, S. J. Am. Chem. Soc. 2001, 123, 10101.
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    • For LASC catalysts see the following references: (a) Kobayashi, S.; Wakabayashi, T. Tetrahedron Lett. 1998, 39, 5389. (b) Manabe, K.; Kobayashi, S. Synlett 1999, 547. (c) Manabe, K.; Mori, Y.; Wakabayashi, T.; Nagayama, S.; Kobayashi, S. J. Am. Chem. Soc. 2000, 122, 7202.
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    • (2000) J. Am. Chem. Soc. , vol.122 , pp. 7202
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    • note
    • 2; gradient elution: EtOAc-petroleum ether (40:60), 1:5, to neat EtOAc] gave manzamenone A (33 mg, 69%) with spectroscopic data identical to those reported previously.
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    • note
    • 2O (3 mL); LASC 6 (11mg, 0.013 mmol); untenone A (50 mg, 0.13 mmol); reaction time, 1 h] gave manzamenone A (35 mg, 73%) after purification by flash column chromatography.
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* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.