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Volumn 1, Issue 4, 1999, Pages 641-644

Hetero [4 + 2] cycloadditions of (trialkylsilyl)vinylketenes. Synthesis of α,β-unsaturated δ-valerolactones and -lactams

Author keywords

[No Author keywords available]

Indexed keywords

KETONE; ORGANOSILICON DERIVATIVE; PYRIDONE DERIVATIVE; PYRONE DERIVATIVE;

EID: 0033606865     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol9907217     Document Type: Article
Times cited : (52)

References (29)
  • 1
    • 0003828015 scopus 로고
    • Wiley: New York
    • Reviewed in: Tidwell, T. T. Ketenes; Wiley: New York, 1991.
    • (1991) Ketenes
    • Tidwell, T.T.1
  • 21
    • 0000730407 scopus 로고
    • Heterodienophile additions to dienes
    • Trost, B. M., Fleming, I., Eds.; Pergamon: Oxford
    • (c) Weinreb, S. M. Heterodienophile Additions to Dienes. In Comprehensive Organic Synthesis; Trost, B. M., Fleming, I., Eds.; Pergamon: Oxford, 1991; Vol. 5, p 401.
    • (1991) Comprehensive Organic Synthesis , vol.5 , pp. 401
    • Weinreb, S.M.1
  • 22
    • 85034152622 scopus 로고    scopus 로고
    • note
    • 13C NMR, and elemental analyses were fully consistent with the assigned structures (see Supporting Information).
  • 23
    • 85034143503 scopus 로고    scopus 로고
    • note
    • 4NF in THF (25 °C, 30 min) led to a complex mixture of products.
  • 27
    • 85034145841 scopus 로고    scopus 로고
    • note
    • 1H NMR difference NOE experiments.
  • 28
    • 0002674759 scopus 로고
    • Georg, G. I., Ed.; VCH: New York
    • For a review on [2 + 2] cycloadditions of imines and ketenes, see: Georg, G. I.; Ravikumar, V. T. In The Organic Chemistry of β-Lactams; Georg, G. I., Ed.; VCH: New York, 1993; pp 295-368.
    • (1993) The Organic Chemistry of β-Lactams , pp. 295-368
    • Georg, G.I.1    Ravikumar, V.T.2
  • 29
    • 0000869472 scopus 로고    scopus 로고
    • and references therein
    • The [2 + 2] cycloaddition of N-silyl imines with silylketenes has not been reported previously, although Staudinger reactions of silyl imines with ketenes (generated by dehydrochlorination of acyl chlorides) have been studied extensively by Panunzio and co-workers. See: Bacchi, S.; Bongini, A.; Panunzio, M.; Villa, M. Synlett 1998, 843 and references therein.
    • (1998) Synlett , pp. 843
    • Bacchi, S.1    Bongini, A.2    Panunzio, M.3    Villa, M.4


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.