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Volumn 65, Issue 8, 2000, Pages 2528-2531

Unmasking the 6,7,5-tricarbocyclic frame of [5 + 2]/[4 + 2] Pyrone- Alkene cycloadducts

Author keywords

[No Author keywords available]

Indexed keywords

ALKENE DERIVATIVE; PYRONE DERIVATIVE;

EID: 0041937194     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo9917893     Document Type: Article
Times cited : (19)

References (32)
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  • 14
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    • Paquette, L. A., Ed.; Pergamon Press: Oxford, Chapter 7.3
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    • (1991) Comprehensive Organic Synthesis , vol.5
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    • For a discussion on atom economy, see: (a) Trost, B. M. Science 1991, 254, 1471.
    • (1991) Science , vol.254 , pp. 1471
    • Trost, B.M.1
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    • 0004205843 scopus 로고
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    • For a detailed account of these natural products, see: Connolly, J. D.; Hill, R. A. Dictionary of Terpenoids; Chapman & Hall: New York, 1991; Vol. 2.
    • (1991) Dictionary of Terpenoids , vol.2
    • Connolly, J.D.1    Hill, R.A.2
  • 22
    • 0003075009 scopus 로고    scopus 로고
    • Springer-Verlag: Berlin
    • An ample review of techniques for opening the oxa-bridge of oxabicyclic systems has recently appeared: (a) Chiu, P.; Lautens, M. In Topics in Current Chemistry; Springer-Verlag: Berlin, 1997; Vol. 190, p 1.
    • (1997) Topics in Current Chemistry , vol.190 , pp. 1
    • Chiu, P.1    Lautens, M.2
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    • Pergamon Press: Oxford, Chapter 7
    • There are precedents of the geminal alkylative desulfonation of vinyl sulfones using Grignard reagents and nickel or iron catalysts. See: Simpkins, N. S. Sulphones in Organic Synthesis; Pergamon Press: Oxford, 1993; Chapter 7, p 351.
    • (1993) Sulphones in Organic Synthesis , pp. 351
    • Simpkins, N.S.1
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    • For a recent review on desulfonation reactions, see: Nájera, C.; Yus, M. Tetrahedron 1999, 55, 10547.
    • (1999) Tetrahedron , vol.55 , pp. 10547
    • Nájera, C.1    Yus, M.2
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    • It has been shown that generating an anion in an alkyl group attached to the double bond of 7-oxanorbornenes brings about ether bridge cleavage: (a) Arjona, O.; Conde, S.; Plumet, J. Viso, A. Tetrahedron Lett. 1995, 36, 6157.
    • (1995) Tetrahedron Lett. , vol.36 , pp. 6157
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  • 32
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    • MM minimization was carried out using MM2 as implemented in CS Chem 3D Pro (Cambridge Soft Corporation)
    • MM minimization was carried out using MM2 as implemented in CS Chem 3D Pro (Cambridge Soft Corporation).


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