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Volumn 128, Issue 35, 2006, Pages 11320-11321

Generation of cations from alkoxides: Allylation of propargyl alcohols

Author keywords

[No Author keywords available]

Indexed keywords

ALCOHOL DERIVATIVE; CATION; OXIDE;

EID: 33748368492     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja061379d     Document Type: Article
Times cited : (54)

References (35)
  • 10
    • 33748349249 scopus 로고    scopus 로고
    • note
    • Evidence for the presence of a cationic intermediate include ring opening reactions of cyclopropyl derivatives and racemization of chiral benzylic alcohols. See ref 3a.
  • 11
    • 33748359516 scopus 로고    scopus 로고
    • note
    • 3 provides further evidence for the formation of a cation.
  • 31
    • 33748361188 scopus 로고    scopus 로고
    • note
    • 3.
  • 32
    • 33748357968 scopus 로고    scopus 로고
    • note
    • 4. The solvent was removed in vacuo, and the product was purified by silica gel column chromatography using hexane as an eluent to provide 1a.
  • 34
    • 33748367478 scopus 로고    scopus 로고
    • note
    • Although 4 could, in theory, be formed via an E2 elimination involving the initially formed benzyloxyboron dichloride intermediate, the absence of a base under these acidic conditions would appear to make this unlikely.
  • 35
    • 33748337953 scopus 로고    scopus 로고
    • note
    • Brønsted acids react with the alkyne (or alkene) starting materials in a competitive fashion that generally leads to more complex product mixtures.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.