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Volumn 41, Issue 13, 2000, Pages 2129-2132

Acid-catalyzed cyclization of vinylsilanes bearing a hydroxy group. Benzyldimethylsilyl group as an effective promoter and novel hydroxy surrogate

Author keywords

Acid catalyst; Cyclization; Oxidation; Silicon and compound

Indexed keywords

SILANE DERIVATIVE; UNCLASSIFIED DRUG; VINYLSILANE DERIVATIVE;

EID: 0034719799     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(00)00091-5     Document Type: Article
Times cited : (28)

References (24)
  • 3
    • 0001172865 scopus 로고
    • (b) Trost, B. M., Ed.; Pergamon Press: Oxford
    • (b) Panek, J. S. In Comprehensive Organic Synthesis; Trost, B. M., Ed.; Pergamon Press: Oxford, 1991; Vol. 1, p. 579.
    • (1991) In Comprehensive Organic Synthesis , vol.1 , pp. 579
    • Panek, J.S.1
  • 10
    • 0001122697 scopus 로고
    • (a) Trost, B. M., Ed.; Pergamon Press: Oxford
    • (a) Colvin, E. W. In Comprehensive Organic Synthesis; Trost, B. M., Ed.; Pergamon Press: Oxford, 1991; Vol. 7, p. 641.
    • (1991) In Comprehensive Organic Synthesis , vol.7 , pp. 641
    • Colvin, E.W.1
  • 19
    • 0343549849 scopus 로고    scopus 로고
    • The actual catalyst would be HCl generated by the reaction of the hydroxy group of the substrate with AcCl. See Ref. 6
    • The actual catalyst would be HCl generated by the reaction of the hydroxy group of the substrate with AcCl. See Ref. 6.
  • 20
    • 0343549848 scopus 로고    scopus 로고
    • 4 gave 2a in 89% (trans:cis=98:2) along with less than 1% of 3a
    • 4 gave 2a in 89% (trans:cis=98:2) along with less than 1% of 3a.
  • 22
    • 0343549846 scopus 로고    scopus 로고
    • The reason for the stereospecific cyclization can be explained by the reaction mechanism previously proposed by us. See Ref. 6.
    • The reason for the stereospecific cyclization can be explained by the reaction mechanism previously proposed by us. See Ref. 6.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.