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Volumn 11, Issue 12, 2009, Pages 2539-2542

Tandem ruthenium-catalyzed redox isomerization-O-conjugate addition: An atom-economic synthesis of cyclic ethers

Author keywords

[No Author keywords available]

Indexed keywords

ETHER DERIVATIVE; FURAN DERIVATIVE; PYRAN DERIVATIVE; RUTHENIUM;

EID: 67149141768     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol9007876     Document Type: Article
Times cited : (58)

References (40)
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    • Recent advances: (d) Trost, B. M.; Bertogg, A. Org. Lett. 2009, 11, 511
  • 11
    • 0003799267 scopus 로고
    • Stang, P. J, Diederich, F, Eds, VCH: Weinheim, Germany
    • Modern Acetylene Chemistry; Stang, P. J., Diederich, F., Eds.; VCH: Weinheim, Germany, 1995.
    • (1995) Modern Acetylene Chemistry
  • 12
    • 67149142192 scopus 로고    scopus 로고
    • Examples of tetrahydropyran- and tetrahydrofuran-containing natural products include Bryostatin, Salinomcin, Latrunculin A, Spongistatin 1, Swinholide A, Hemibrevitoxin B, Glabrescol, Pamamycin 607, and Scle-rophytin A.
    • Examples of tetrahydropyran- and tetrahydrofuran-containing natural products include Bryostatin, Salinomcin, Latrunculin A, Spongistatin 1, Swinholide A, Hemibrevitoxin B, Glabrescol, Pamamycin 607, and Scle-rophytin A.
  • 13
    • 34548682314 scopus 로고    scopus 로고
    • For reviews containing leading references on the development of methods for the synthesis of tetrahydropyrans, tetrahydrofurans, and oxepanes, see: (a) Piccialli, V. Synthesis 2007, 17, 2585
    • For reviews containing leading references on the development of methods for the synthesis of tetrahydropyrans, tetrahydrofurans, and oxepanes, see: (a) Piccialli, V. Synthesis 2007, 17, 2585
  • 16
    • 65549100154 scopus 로고    scopus 로고
    • Recent advances: (d) Zhu, H.; Wickenden, J. G.; Campbell, N. E.; Leung, J. C. T.; Johnson, K. M.; Sammis, G. M. Org. Lett. 2009, 11, 2019
    • Recent advances: (d) Zhu, H.; Wickenden, J. G.; Campbell, N. E.; Leung, J. C. T.; Johnson, K. M.; Sammis, G. M. Org. Lett. 2009, 11, 2019
  • 28
    • 57549097430 scopus 로고    scopus 로고
    • While preparing the current manuscript, this was demonstrated by our group with nitrogen nucleophiles: Trost, B. M, Maulide, N, Livingston, R. C. J. Am. Chem. Soc. 2008, 130, 16502
    • While preparing the current manuscript, this was demonstrated by our group with nitrogen nucleophiles: Trost, B. M.; Maulide, N.; Livingston, R. C. J. Am. Chem. Soc. 2008, 130, 16502.
  • 29
    • 0242635970 scopus 로고    scopus 로고
    • For reviews, see: a
    • For reviews, see: (a) Pu, L. Tetrahedron 2003, 59, 9873
    • (2003) Tetrahedron , vol.59 , pp. 9873
    • Pu, L.1
  • 31
    • 41149115644 scopus 로고    scopus 로고
    • Recent advances: (c) Xu, Z.; Mao, J.; Zhang, Y. Org. Biomol. Chem. 2008, 6, 1288
    • Recent advances: (c) Xu, Z.; Mao, J.; Zhang, Y. Org. Biomol. Chem. 2008, 6, 1288
  • 39
    • 0001563584 scopus 로고    scopus 로고
    • Similar diastereoselectivities have been observed by ourselves and others in the formation of saturated heterocycles under thermodynamic conditions: Trost, B. M, Li, C.-J. J. Am. Chem. Soc. 1994, 116, 10819
    • Similar diastereoselectivities have been observed by ourselves and others in the formation of saturated heterocycles under thermodynamic conditions: Trost, B. M.; Li, C.-J. J. Am. Chem. Soc. 1994, 116, 10819.
  • 40
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    • Diastereomer determined by diagnostic value of coupling constants
    • Diastereomer determined by diagnostic value of coupling constants


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