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Volumn 73, Issue 19, 2008, Pages 7457-7466

Mechanism and regioselectivity of the cycloaddition of thiones derived from meldrum's acid, malonates, or other dicarbonyls

Author keywords

[No Author keywords available]

Indexed keywords

CHEMICAL REACTIONS;

EID: 53049091486     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo800945y     Document Type: Article
Times cited : (12)

References (47)
  • 1
    • 53049092212 scopus 로고    scopus 로고
    • Boger, D. L.; Weinreb, S. M. In Hetero Diels-Alder Methodology in Organic Synthesis; Wasserman, H. H., Ed.; Academic Press Inc.: San Diego, 1987; Organic Chemistry, a Series Monograph, 47, pp 120-145.
    • (a) Boger, D. L.; Weinreb, S. M. In Hetero Diels-Alder Methodology in Organic Synthesis; Wasserman, H. H., Ed.; Academic Press Inc.: San Diego, 1987; Organic Chemistry, a Series Monograph, Vol. 47, pp 120-145.
  • 3
    • 0026676013 scopus 로고
    • For a review on the use of thiocarbonyl compounds in carbon-carbon forming reactions, see
    • For a review on the use of thiocarbonyl compounds in carbon-carbon forming reactions, see: Metzner, P. Synthesis 1992, 1185-1199.
    • (1992) Synthesis , pp. 1185-1199
    • Metzner, P.1
  • 9
    • 41149101973 scopus 로고    scopus 로고
    • For a review of the use of Meldrum acid derivative in the synthesis of natural products, see
    • For a review of the use of Meldrum acid derivative in the synthesis of natural products, see: Ivanov, A. S. Chem. Soc. Rev. 2008, 37, 789-811.
    • (2008) Chem. Soc. Rev , vol.37 , pp. 789-811
    • Ivanov, A.S.1
  • 10
    • 0003128026 scopus 로고    scopus 로고
    • For kinetic data on the Diels-Alder reactions of several diarylthiones, see
    • For kinetic data on the Diels-Alder reactions of several diarylthiones, see: Rohr, U.; Schatz, J.; Sauer, J. Eur. J. Org. Chem. 1998, 2875-2883.
    • (1998) Eur. J. Org. Chem , pp. 2875-2883
    • Rohr, U.1    Schatz, J.2    Sauer, J.3
  • 19
    • 53049098374 scopus 로고    scopus 로고
    • keywords used during calculations: $IRC PATH=GS2 STRIDE=0.25 $END.
    • (b) keywords used during calculations: $IRC PATH=GS2 STRIDE=0.25 $END.
  • 21
    • 53049105173 scopus 로고    scopus 로고
    • Default OPTTOL=0.0001 value used during calculations.
    • (b) Default OPTTOL=0.0001 value used during calculations.
  • 32
    • 0030785068 scopus 로고    scopus 로고
    • For leading articles concerning the use of thiones as dienes, see: b
    • For leading articles concerning the use of thiones as dienes, see: (b) Boccardo, G; Capozzi, G; Giuntini, M; Menichetti, S.; Nativi, C. Tetrahedron 1997, 53, 17383-17394.
    • (1997) Tetrahedron , vol.53 , pp. 17383-17394
    • Boccardo, G.1    Capozzi, G.2    Giuntini, M.3    Menichetti, S.4    Nativi, C.5
  • 35
    • 0000929216 scopus 로고    scopus 로고
    • For a discussion on the cycloaddition of singlet oxygen and the possible involvement of a related perepoxide zwitterions, see: (a) Adam, W, Prein, M. Acc. Chem. Res. 1996, 29, 275-283
    • For a discussion on the cycloaddition of singlet oxygen and the possible involvement of a related perepoxide zwitterions, see: (a) Adam, W.; Prein, M. Acc. Chem. Res. 1996, 29, 275-283.
  • 44
    • 53049094022 scopus 로고    scopus 로고
    • The instability of the final products in these cases prevented their purification. However, the proton NMR spectra of the crude cycloadducts leave no doubt that only one isomer was formed in each case see Supporting Information
    • The instability of the final products in these cases prevented their purification. However, the proton NMR spectra of the crude cycloadducts leave no doubt that only one isomer was formed in each case (see Supporting Information).
  • 46
    • 0013580948 scopus 로고
    • and references therein
    • (b) Spino, C.; Crawford, J. Can. J. Chem. 1993, 71, 1094-1097, and references therein.
    • (1993) Can. J. Chem , vol.71 , pp. 1094-1097
    • Spino, C.1    Crawford, J.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.