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Volumn 68, Issue 24, 2003, Pages 9263-9268

3-Nitrocoumarins as Dienophiles in the Diels-Alder Reaction in Water. An Approach to the Synthesis of Nitrotetrahydrobenzo[c]chromenones and Dihydrodibenzo[b,d]furans

Author keywords

[No Author keywords available]

Indexed keywords

CYCLODEHYDRATION; HETEROGENEOUS PHASE;

EID: 0344391979     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo034956e     Document Type: Article
Times cited : (77)

References (69)
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  • 2
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    • Anastas, P. T., Warner, J., Eds.; Oxford University Press
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    • (1998) Green Chemistry. Theory and Practice
  • 4
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    • (d) Organic Synthesis in Water; Grieco, P. A., Ed.; Blackie Academic Professional: London, 1998.
    • (1998) Organic Synthesis in Water
  • 8
    • 0344327875 scopus 로고    scopus 로고
    • whole issue
    • (h) Various authors. Acc. Chem. Res. 2002, 35 (9), whole issue.
    • (2002) Acc. Chem. Res. , vol.35 , Issue.9
  • 10
    • 0000677232 scopus 로고
    • (a) Li, C.-J. Chem. Rev. 1993, 93, 2023-2035.
    • (1993) Chem. Rev. , vol.93 , pp. 2023-2035
    • Li, C.-J.1
  • 40
    • 0001053365 scopus 로고    scopus 로고
    • For recent references on the use of α-nitroalkenes as 4π components, see: (a) Denmark, S. E.; Thorarensen, A. Chem. Rev. 1996, 96, 137-166.
    • (1996) Chem. Rev. , vol.96 , pp. 137-166
    • Denmark, S.E.1    Thorarensen, A.2
  • 47
    • 0344327873 scopus 로고
    • For recent references on the use of α-nitroalkenes as 2π components, see: (a) Jung, M. E.; Grove, D. D. Chem. Commun. 1987, 753-755.
    • (1987) Chem. Commun. , pp. 753-755
    • Jung, M.E.1    Grove, D.D.2
  • 61
    • 0345622507 scopus 로고
    • Patai, S., Ed.; Wiley Interscience: New York
    • (b) The Chemistry of Nitro and Nitroso Groups; Patai, S., Ed.; Wiley Interscience: New York, 1969/1970; Parts 1 and 2.
    • (1969) The Chemistry of Nitro and Nitroso Groups , Issue.PARTS 1 AND 2
  • 66
    • 0345622504 scopus 로고    scopus 로고
    • note
    • At room temperature no conversion at all was observed after 48 h, while at 50°C after 24 h, 43 and 71% conversions were obtained in toluene and water, respectively. In both cases, no improvement on the diastereoselectivity was observed.
  • 67
    • 0344327870 scopus 로고    scopus 로고
    • note
    • 3 at pH 8.3 was used in the cycloadditions with 2-methoxy- and 2,3-dimethoxy-1,3-butadiene because, under these conditions, the hydrolysis of dienes is strongly reduced.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.