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Volumn , Issue 11, 2005, Pages 1737-1739

Indium-silicon combined Lewis acid catalyst for direct allylation of alcohols with allyltrimethylsilane in non-halogenated solvent

Author keywords

Alcohols; Direct allylation; Indium; Lewis acid; Silicon

Indexed keywords

ALCOHOL DERIVATIVE; ALLYLTRIMETHYLSILANE; HEXANE; INDIUM; LEWIS ACID; SILICON; SOLVENT;

EID: 22244463257     PISSN: 09365214     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-2005-869878     Document Type: Article
Times cited : (53)

References (22)
  • 5
    • 0842307518 scopus 로고    scopus 로고
    • (e) For the asymmetric transformation of alcohol mediated by titanium(IV) complex, see: Braun, M.; Kotter, W. Angew. Chem. Int. Ed. 2004, 43, 514.
    • (2004) Angew. Chem. Int. Ed. , vol.43 , pp. 514
    • Braun, M.1    Kotter, W.2
  • 8
    • 22244480184 scopus 로고    scopus 로고
    • note
    • Non-halogenated solvents such as hexane, THF and DMF provided less satisfactory results in the allylation of benzhydrol (1b, see ref. 3).
  • 16
    • 0037363116 scopus 로고    scopus 로고
    • For recent reviews on silicon Lewis acids, see: (a) Dilman, A. D.; Ioffe, S. L. Chem. Rev. 2003, 103, 733.
    • (2003) Chem. Rev. , vol.103 , pp. 733
    • Dilman, A.D.1    Ioffe, S.L.2
  • 17
    • 0003441992 scopus 로고    scopus 로고
    • Yamamoto, H., Ed.; Wiley-VCH: Weinheim
    • (b) Oishi, M. In Lewis Acids in Organic Synthesis, Vol. 1; Yamamoto, H., Ed.; Wiley-VCH: Weinheim, 2000, 355-393.
    • (2000) Lewis Acids in Organic Synthesis , vol.1 , pp. 355-393
    • Oishi, M.1
  • 19
    • 22244484910 scopus 로고    scopus 로고
    • note
    • Elimination of alcohols 1e occurred in the presence of combined Lewis acid in hexane to give polyvinylferrocene rather than the desired product. Poly vinylferrocene was identified by MALDI-TOF MS analysis.
  • 20
    • 22244467553 scopus 로고    scopus 로고
    • note
    • 4. The evaporation of the ether solution followed by the distillation (34 °C/1.5 mmHg) gave the allylated product 3a in 84% yield (12.3g).


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.