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Volumn , Issue 2, 2010, Pages 320-328

Cycloaddition of 3-oxidopyrylium: A novel route to functionalized cyclooctanoids from furans

Author keywords

3 oxidopyrylium ylides; 5+3 cycloadditions; Cyclooctanoids; Density functional calculations; Stereoselectivity

Indexed keywords

[5+3] CYCLOADDITIONS; CYCLOADDITIONS; DENSITY-FUNCTIONAL CALCULATIONS; DIMERIZATION REACTIONS; EFFICIENT SYNTHESIS; FUNCTIONALIZED; NOVEL ROUTE; SINGLE CRYSTAL X-RAY ANALYSIS;

EID: 73949120142     PISSN: 00397881     EISSN: 1437210X     Source Type: Journal    
DOI: 10.1055/s-0029-1217092     Document Type: Article
Times cited : (5)

References (24)
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    • Oishi, T.1    Ohtsuks, Y.2
  • 4
    • 39949084476 scopus 로고    scopus 로고
    • For reviews on oxidopyrylium cycloadditions, see: 2008 Gazz. Chim. Ital. 1986 51 1573 In Advances in Cycloaddition Vol. 5 JAI Press Stamford CT 1999 1 In Advances in Cycloaddition Vol. 6 JAI Press Stamford CT 1999 1
    • For reviews on oxidopyrylium cycloadditions, see:, Singh V, Krishna U M., Vikrant, Trivedi G K., Tetrahedron 2008 64 3405, Sammes P G., Gazz. Chim. Ital. 1986 51 1573, Wender P A., Love J A., In Advances in Cycloaddition Vol. 5, Harmata M, JAI Press Stamford CT 1999 1, Mascarenas J L., In Advances in Cycloaddition Vol. 6, Harmata M, JAI Press Stamford CT 1999 1
    • Tetrahedron , vol.64 , pp. 3405
    • Singh, V.1    Krishna, U.M.2    Vikrant Trivedi, G.K.3
  • 19
    • 0033828417 scopus 로고    scopus 로고
    • The barriers for intramolecular aldol reactions (catalyzed as well as uncatalyzed processes) are generally found in the range of 5 to 30 kcal/mol. See: 2000 J. Am. Chem. Soc. 2001 123 12911 J. Am. Chem. Soc. 2005 127 11294 The computed trends are found to be the same when solvent single-point energies as well as the free energies in the gas phase are compared.
    • The barriers for intramolecular aldol reactions (catalyzed as well as uncatalyzed processes) are generally found in the range of 5 to 30 kcal/mol. See:, Bouillon J.-P, Portella C, Bouquant J, Humbel S, J. Org. Chem. 2000 65 5823, Bahmanyar S, Houk K N., J. Am. Chem. Soc. 2001 123 12911, Clemente F R., Houk K N., J. Am. Chem. Soc. 2005 127 11294 The computed trends are found to be the same when solvent single-point energies as well as the free energies in the gas phase are compared.
    • J. Org. Chem. , vol.65 , pp. 5823
    • Bouillon, J.-P.1    Portella, C.2    Bouquant, J.3    Humbel, S.4    Bahmanyar, S.5    Houk, K.N.6    Clemente, F.R.7    Houk, K.N.8
  • 20
    • 0031443257 scopus 로고    scopus 로고
    • Various reports are available on the successful aldol approach for the system that lacks the oxo bridge. See: 1997 Chem. Lett. 1995 229
    • Various reports are available on the successful aldol approach for the system that lacks the oxo bridge. See:, Yamada K, Iwadare H, Mukaiyama T, Chem. Pharm. Bull. 1997 45 1898, Mukaiyama T, Shiina I, Kimura K, Akiyama Y, Iwadare H, Chem. Lett. 1995 229
    • Chem. Pharm. Bull. , vol.45 , pp. 1898
    • Yamada, K.1    Iwadare, H.2    Mukaiyama, T.3    Mukaiyama, T.4    Shiina, I.5    Kimura, K.6    Akiyama, Y.7    Iwadare, H.8
  • 21
    • 73949106954 scopus 로고    scopus 로고
    • For an exhaustive review on oxa-bridge openings, see: 1997
    • For an exhaustive review on oxa-bridge openings, see:, Chiu P, Lautens M, Top. Curr. Chem. 1997 190 1
    • Top. Curr. Chem. , vol.190 , pp. 1
    • Chiu, P.1    Lautens, M.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.