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Volumn 37, Issue 43, 1996, Pages 7687-7690

An arene-alkene photocycloaddition-radical cyclization cascade: The first synthesis of cis,cis,cis,trans-[5.5.5.5]-fenestranes

Author keywords

[No Author keywords available]

Indexed keywords

POLYCYCLIC HYDROCARBON;

EID: 0030597096     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/0040-4039(96)01740-6     Document Type: Article
Times cited : (46)

References (33)
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    • Current address: Procter & Gamble Pharmaceuticals, Miami Valley Labs, Cincinnati, OH 45239
    • 1. Current address: Procter & Gamble Pharmaceuticals, Miami Valley Labs, Cincinnati, OH 45239
  • 2
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    • 2. Wender, P. A.; Miller, B. L. "Toward the Ideal Synthesis: Connectivity Analysis and Multi-Bond Forming Processes." In Organic Synthesis: Theory and Applications; Hudlicky, T., Ed.; JAI Press, Ltd: 1993, Vol. 2, pp. 27-66. For further discussion, see: Chem. Rev. 1996, 96, 1-600.
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    • (1996) Chem. Rev. , vol.96 , pp. 1-600
  • 4
    • 0001079255 scopus 로고
    • Intra-and Intermolecular Cycloadditions of Benzene Derivatives
    • Horspool, W. S.; Song, P. -S.; Eds.; CRC Press, Inc.: Boca Raton, FL
    • 3. For reviews, see: (a) Wender, P. A.; Dore, T. M. "Intra-and Intermolecular Cycloadditions of Benzene Derivatives." In Handbook of Organic Photochemistry and Photobiology; Horspool, W. S.; Song, P. -S.; Eds.; CRC Press, Inc.: Boca Raton, FL. 1995, pp. 280-290.
    • (1995) Handbook of Organic Photochemistry and Photobiology , pp. 280-290
    • Wender, P.A.1    Dore, T.M.2
  • 5
    • 0001708984 scopus 로고
    • [3+2] and [5+2] Arene-Alkene Photocycloadditions
    • Trost, B. M.; Fleming, I.; Paquette, L. A.; Eds.; Pergamon: Elmsford, NY
    • (b) Wender, P. A.; Siggel, L.; Nuss, J. M. "[3+2] and [5+2] Arene-Alkene Photocycloadditions." In Comprehensive Organic Synthesis; Trost, B. M.; Fleming, I.; Paquette, L. A.; Eds.; Pergamon: Elmsford, NY, 1991, Vol. 5, pp. 645-673.
    • (1991) Comprehensive Organic Synthesis , vol.5 , pp. 645-673
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  • 8
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    • 4. For impressive studies in this area, see: (a) Mani, J.; Keese, R. Tetrahedron 1985, 41, 5697-5701.
    • (1985) Tetrahedron , vol.41 , pp. 5697-5701
    • Mani, J.1    Keese, R.2
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    • 0000033326 scopus 로고
    • Planarizing Distortions in Carbon Compounds
    • JAI Press, Ltd
    • 5. For noteworthy reviews, see: (a) Luef, W.; Keese, R. "Planarizing Distortions in Carbon Compounds." In Advances in Strain in Organic Chemistry; JAI Press, Ltd: 1993, Vol. 3, pp. 229-267.
    • (1993) Advances in Strain in Organic Chemistry , vol.3 , pp. 229-267
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  • 13
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    • Planarizing Distortions in Polycyclic Carbon Compounds
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    • (c) Keese, R.; Luef, W.; Mani, J.; Schüttel, S.; Schmid, M.; Zhang, C. "Planarizing Distortions in Polycyclic Carbon Compounds." In NATO ASI Series (Series C): Strain and Its Implications in Organic Chemistry; de Meijere, A.; Blechert, S.; Eds; Kluwer Academic Publishers: Dordrecht, Netherlands, 1989, Vol 273, pp. 283-296. Venepalli, B. R.; Agosta, W. C. Chem. Rev. 1987, 87, 399.
    • (1989) NATO ASI Series (Series C): Strain and Its Implications in Organic Chemistry , vol.273 , pp. 283-296
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  • 14
    • 0000205138 scopus 로고
    • (c) Keese, R.; Luef, W.; Mani, J.; Schüttel, S.; Schmid, M.; Zhang, C. "Planarizing Distortions in Polycyclic Carbon Compounds." In NATO ASI Series (Series C): Strain and Its Implications in Organic Chemistry; de Meijere, A.; Blechert, S.; Eds; Kluwer Academic Publishers: Dordrecht, Netherlands, 1989, Vol 273, pp. 283-296. Venepalli, B. R.; Agosta, W. C. Chem. Rev. 1987, 87, 399.
    • (1987) Chem. Rev. , vol.87 , pp. 399
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    • and references cited therein
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    • and references cited therein
    • 8. Roy, D.; Birney, D. M Synlett. 1994, 798-800 and references cited therein.
    • (1994) Synlett. , pp. 798-800
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    • 12. For 1a vs. 1b, the energy difference is 17.2 kcal/mol (PM3/Spartan™) which is in agreement with the MNDO value of 21.4 kcal/mol previously calculated. See Pfenninger, A.; Keese, R. Helv. Chim. Acta 1985, 68, 493-507.
    • (1985) Helv. Chim. Acta , vol.68 , pp. 493-507
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    • Oxidative Rearrangement Reactions
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    • Schlecht, M.F.1


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.