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Volumn , Issue 47, 2008, Pages 6411-6413

A new catalytic oxidative cleavage reaction to furnish lactones

Author keywords

[No Author keywords available]

Indexed keywords

ALCOHOL; LACTONE DERIVATIVE; OXIDIZING AGENT; PERIODIC ACID; TETRAHYDROFURAN;

EID: 57249105004     PISSN: 13597345     EISSN: None     Source Type: Journal    
DOI: 10.1039/b815135k     Document Type: Article
Times cited : (15)

References (38)
  • 2
    • 33750456293 scopus 로고
    • B. M. Trost and I. Fleming, Pergamon Press, Oxford, pp. 703-716 For a recent review, see:
    • T. K. M. Shing, in Comprehensive Organic Synthesis, eds., B. M. Trost, and, I. Fleming,, Pergamon Press, Oxford, 1991, vol. 7, pp. 703-716
    • (1991) Comprehensive Organic Synthesis, Eds.
    • Shing In, T.K.M.1
  • 3
    • 53849129886 scopus 로고    scopus 로고
    • For selected oxidative esterifications, cf.:
    • K. Ekoue-Kovi C. Wolf Chem. Eur. J. 2008 14 6302 6315
    • (2008) Chem. Eur. J. , vol.14 , pp. 6302-6315
    • Ekoue-Kovi, K.1    Wolf, C.2
  • 15
    • 34548682314 scopus 로고    scopus 로고
    • For oxidative cyclizations of 1,5-dienes, see:
    • V. Piccialli Synthesis 2007 2585 2607
    • (2007) Synthesis , pp. 2585-2607
    • Piccialli, V.1
  • 19
    • 33747291925 scopus 로고    scopus 로고
    • For oxidative cyclizations of 1,6-dienes, see:
    • H. Göksel C. B. W. Stark Org. Lett. 2006 8 3433 3436
    • (2006) Org. Lett. , vol.8 , pp. 3433-3436
    • Göksel, H.1    Stark, C.B.W.2
  • 29
    • 34648814388 scopus 로고    scopus 로고
    • cf. also ref. 8 Please note that compound 4 has previously been synthesized applying the stoichiometric procedure described, see ref. 8
    • M. S. Reddy M. Narender K. R. Rao Tetrahedron 2007 63 11011 11015
    • (2007) Tetrahedron , vol.63 , pp. 11011-11015
    • Reddy, M.S.1    Narender, M.2    Rao, K.R.3
  • 30
    • 84891568337 scopus 로고    scopus 로고
    • J.-E. Bäckvall, Wiley-VCH, Weinheim
    • Modern Oxidation Methods, ed., J.-E. Bäckvall,, Wiley-VCH, Weinheim, 2004
    • (2004) Modern Oxidation Methods, Ed.
  • 35
    • 84920358296 scopus 로고    scopus 로고
    • For this study we generally used substrates containing tertiary alcohols attached to the oxygen heterocycle. Thus, in all cases acetone was oxidatively expelled. Investigations into the scope and limitations with respect to the degree of substitution at this specific position are currently underway
    • For this study we generally used substrates containing tertiary alcohols attached to the oxygen heterocycle. Thus, in all cases acetone was oxidatively expelled. Investigations into the scope and limitations with respect to the degree of substitution at this specific position are currently underway


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