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Volumn 72, Issue 23, 2007, Pages 8939-8942

Transformation of fused bicyclic and tricyclic β-lactones to fused γ-lactones and 3(2H)-furanones via ring expansions and O-H insertions

Author keywords

[No Author keywords available]

Indexed keywords

FURANONES; INSERTION REACTIONS; LACTONES; THERMOLYTIC CONDITIONS;

EID: 35948938474     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo7012934     Document Type: Article
Times cited : (23)

References (61)
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    • Yang, H.W.1    Romo, D.2
  • 2
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    • For more recent examples, see: b
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    • Evans, D.A.1    Janey, J.M.2
  • 12
    • 4043159247 scopus 로고    scopus 로고
    • See also ref 1a. For selected recent examples, see: (c) Donohoe, T. J.; Sintim, H. O.; Sisangia, L.; Harling, J. D. Angew. Chem., Int. Ed. 2004, 43, 2293.
    • See also ref 1a. For selected recent examples, see: (c) Donohoe, T. J.; Sintim, H. O.; Sisangia, L.; Harling, J. D. Angew. Chem., Int. Ed. 2004, 43, 2293.
  • 25
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    • Selected examples: (a) Schmidt, T. J. Current Org. Chem. 1999, 3, 577.
    • Selected examples: (a) Schmidt, T. J. Current Org. Chem. 1999, 3, 577.
  • 28
    • 0000168462 scopus 로고    scopus 로고
    • For lead references to synthesis of cis-fused bicyclic γ-lactones, see: (a) Corey, E. J.; Gross, A. W. Tetrahedron Lett. 1985, 26, 4291.
    • For lead references to synthesis of cis-fused bicyclic γ-lactones, see: (a) Corey, E. J.; Gross, A. W. Tetrahedron Lett. 1985, 26, 4291.
  • 35
    • 0024819339 scopus 로고    scopus 로고
    • For lead references to the synthesis of cis-fused 3(2H)-furanones, see: (a) Smith, A. B., III; Empfield, J. R.; Vaccaro, H. A. Tetrahedron Lett. 1989, 30, 7325.
    • For lead references to the synthesis of cis-fused 3(2H)-furanones, see: (a) Smith, A. B., III; Empfield, J. R.; Vaccaro, H. A. Tetrahedron Lett. 1989, 30, 7325.
  • 45
    • 0000709206 scopus 로고
    • For a seminal review of preparations and applications of α-diazo carbonyl compounds, see
    • For a seminal review of preparations and applications of α-diazo carbonyl compounds, see: Ye, T.; McKervey, A. M. Chem. Rev. 1994, 94, 1091.
    • (1994) Chem. Rev , vol.94 , pp. 1091
    • Ye, T.1    McKervey, A.M.2
  • 51
    • 0029022070 scopus 로고    scopus 로고
    • For lead references to the synthesis of 3(2H)-furanones via O-H insertion, see: (a) Moody, C. J.; Miller, D. J. Tetrahedron 1995, 51, 10811.
    • For lead references to the synthesis of 3(2H)-furanones via O-H insertion, see: (a) Moody, C. J.; Miller, D. J. Tetrahedron 1995, 51, 10811.
  • 57
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    • Previous attempts to access a α-diazo-β-keto ester from 4-methyl β-lactone (β-butyrolactone) by with lithiated EDA were unsuccessful, see ref 11b
    • Previous attempts to access a α-diazo-β-keto ester from 4-methyl β-lactone (β-butyrolactone) by with lithiated EDA were unsuccessful, see ref 11b.
  • 61
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    • 1H NMR (500 MHz).
    • 1H NMR (500 MHz).


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.