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Volumn 132, Issue 8, 2010, Pages 2532-2533

A metal-catalyzed intermolecular [5+2] cycloaddition/nazarov cyclization sequence and cascade

Author keywords

[No Author keywords available]

Indexed keywords

CYCLIZATIONS; CYCLOADDITIONS; CYCLOADDUCTS; FACILE ACCESS; NAZAROV REACTION; REACTION TIME; SINGLE CATALYST;

EID: 77950340500     PISSN: 00027863     EISSN: 15205126     Source Type: Journal    
DOI: 10.1021/ja910696x     Document Type: Article
Times cited : (94)

References (36)
  • 8
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    • Wender, P. A.; Dyckman, A. J.; Husfeld, C. O.; Scanio, M. J. C Org. Lett. 2000, 2, 1609.
    • (c) Wender, P. A.; Dyckman, A. J.; Husfeld, C. O.; Scanio, M. J. C Org. Lett. 2000, 2, 1609.
  • 14
    • 21844434234 scopus 로고    scopus 로고
    • Review of interrupted Nazarov reactions
    • (d) Frontier, A.; Collison, C. Tetrahedron 2005, 61, 7577. Review of interrupted Nazarov reactions:
    • (2005) Tetrahedron , vol.61 , pp. 7577
    • Frontier, A.1    Collison, C.2
  • 15
    • 70349330341 scopus 로고    scopus 로고
    • Recent representative examples of serial Nazarov processes
    • (e) Grant, T. N.; Rieder, C. J.; West, F. G. Chem Commun. 2009, 5676. Recent representative examples of serial Nazarov processes:
    • (2009) Chem Commun , pp. 5676
    • Grant, T.N.1    Rieder, C.J.2    West, F.G.3
  • 26
    • 77950439274 scopus 로고    scopus 로고
    • For a thermal [4+2]/Nazarov sequence, see: (p) Wada, E.; Fujiwara, I.; Kanemasa, S.; Tsuge, O. Bull. Chem. Soc. Jpn. 1987, 60, 325.
    • For a thermal [4+2]/Nazarov sequence, see: (p) Wada, E.; Fujiwara, I.; Kanemasa, S.; Tsuge, O. Bull. Chem. Soc. Jpn. 1987, 60, 325.
  • 33
    • 33746282468 scopus 로고    scopus 로고
    • For example, the guanacastepenes
    • (g) For example, the guanacastepenes: Maifeld, S. V.; Lee, D. Synlett 2006, 1623.
    • (2006) Synlett , pp. 1623
    • Maifeld, S.V.1    Lee, D.2
  • 34
    • 3543126652 scopus 로고    scopus 로고
    • Observed dr values appear to be the result of thermodynamic equilibration of cis/trans Nazarov products under the reaction/workup conditions see Supporting Information, For early examples of catalytic stereoselective reprotonation of the Nazarov intermediate, see: Liang, G, Trauner, D. J. Am. Chem. Soc. 2004, 126, 9544
    • Observed dr values appear to be the result of thermodynamic equilibration of cis/trans Nazarov products under the reaction/workup conditions (see Supporting Information). For early examples of catalytic stereoselective reprotonation of the Nazarov intermediate, see: Liang, G.; Trauner, D. J. Am. Chem. Soc. 2004, 126, 9544.


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