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Volumn 125, Issue 34, 2003, Pages 10162-10163

Enantioselective rare-earth catalyzed quinone Diels-Alder reactions

Author keywords

[No Author keywords available]

Indexed keywords

LANTHANIDE; QUINONE DERIVATIVE;

EID: 0042433039     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja0367602     Document Type: Article
Times cited : (82)

References (24)
  • 4
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    • (a) Kobayashi, S.; Ishitani, H. J. Am. Chem. Soc. 1994, 116, 4083-4084. For a recent review on catalytic, enantioselective Diels-Alder reactions, see: (b) Corey, E. J. Angew. Chem., Int. Ed. 2002, 41, 1650-1667. (c) Evans, D. A.; Johnson J. S. In Comprehensive Asymmetric Catalysis; Jacobsen, E. N., Pfaltz, A., Yamamoto, H., Eds.; Springer-Verlag; Heidelberg, 1999; Vol III, pp 1178-1235. (d) Morita, T.; Arai, T.; Sasai, H.; Shibasaki, M. Tetrahedron: Asymmetry 1998, 9, 1445-1450.
    • (1994) J. Am. Chem. Soc. , vol.116 , pp. 4083-4084
    • Kobayashi, S.1    Ishitani, H.2
  • 5
    • 0036263839 scopus 로고    scopus 로고
    • (a) Kobayashi, S.; Ishitani, H. J. Am. Chem. Soc. 1994, 116, 4083-4084. For a recent review on catalytic, enantioselective Diels-Alder reactions, see: (b) Corey, E. J. Angew. Chem., Int. Ed. 2002, 41, 1650-1667. (c) Evans, D. A.; Johnson J. S. In Comprehensive Asymmetric Catalysis; Jacobsen, E. N., Pfaltz, A., Yamamoto, H., Eds.; Springer-Verlag; Heidelberg, 1999; Vol III, pp 1178-1235. (d) Morita, T.; Arai, T.; Sasai, H.; Shibasaki, M. Tetrahedron: Asymmetry 1998, 9, 1445-1450.
    • (2002) Angew. Chem., Int. Ed. , vol.41 , pp. 1650-1667
    • Corey, E.J.1
  • 6
    • 0002760989 scopus 로고    scopus 로고
    • Jacobsen, E. N., Pfaltz, A., Yamamoto H., Eds.; Springer-Verlag; Heidelberg
    • (a) Kobayashi, S.; Ishitani, H. J. Am. Chem. Soc. 1994, 116, 4083-4084. For a recent review on catalytic, enantioselective Diels-Alder reactions, see: (b) Corey, E. J. Angew. Chem., Int. Ed. 2002, 41, 1650-1667. (c) Evans, D. A.; Johnson J. S. In Comprehensive Asymmetric Catalysis; Jacobsen, E. N., Pfaltz, A., Yamamoto, H., Eds.; Springer-Verlag; Heidelberg, 1999; Vol III, pp 1178-1235. (d) Morita, T.; Arai, T.; Sasai, H.; Shibasaki, M. Tetrahedron: Asymmetry 1998, 9, 1445-1450.
    • (1999) Comprehensive Asymmetric Catalysis , vol.3 , pp. 1178-1235
    • Evans, D.A.1    Johnson, J.S.2
  • 7
    • 0032562613 scopus 로고    scopus 로고
    • (a) Kobayashi, S.; Ishitani, H. J. Am. Chem. Soc. 1994, 116, 4083-4084. For a recent review on catalytic, enantioselective Diels-Alder reactions, see: (b) Corey, E. J. Angew. Chem., Int. Ed. 2002, 41, 1650-1667. (c) Evans, D. A.; Johnson J. S. In Comprehensive Asymmetric Catalysis; Jacobsen, E. N., Pfaltz, A., Yamamoto, H., Eds.; Springer-Verlag; Heidelberg, 1999; Vol III, pp 1178-1235. (d) Morita, T.; Arai, T.; Sasai, H.; Shibasaki, M. Tetrahedron: Asymmetry 1998, 9, 1445-1450.
    • (1998) Tetrahedron: Asymmetry , vol.9 , pp. 1445-1450
    • Morita, T.1    Arai, T.2    Sasai, H.3    Shibasaki, M.4
  • 20
    • 0042907368 scopus 로고    scopus 로고
    • note
    • See the Supporting Information for a list of reaction solvent effects.
  • 21
    • 0041404256 scopus 로고    scopus 로고
    • note
    • On the basis of chiral HPLC analysis, it was determined that (S,S)-1a-(Sm) and (S,S)-1a-(Gd) complexes fumished products possessing the same (illustrated) absolute stereochemistry.
  • 22
    • 0042907367 scopus 로고    scopus 로고
    • note
    • The rate of reaction using piperylene was at least 7.4 and 10.0 times greater than with 13 when catalyzed by complexes 1a-(Sm) and 1a-(Gd), respectively, as determined by chiral HPLC analysis.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.