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Volumn 8, Issue 5, 2006, Pages 947-950

Potassium carbonate-promoted stereospecific 5-endo-trig cyclization of unactivated allenes in the absence of any transition metals

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EID: 33644934691     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol053094w     Document Type: Article
Times cited : (50)

References (70)
  • 48
    • 37049107630 scopus 로고
    • A methoxy group on the allenic carbon promotes single electron transfer from the dimsylate anion to give radical anion intermediate; see: Magnus, P.; Albaugh-Robertson, P. J. Chem. Soc., Chem. Commun. 1984, 804-806.
    • (1984) J. Chem. Soc., Chem. Commun. , pp. 804-806
    • Magnus, P.1    Albaugh-Robertson, P.2
  • 66
    • 33644935832 scopus 로고    scopus 로고
    • note
    • 3-mediated cyclization conditions gave a mixture of unidentified products.
  • 67
    • 33644961571 scopus 로고    scopus 로고
    • note
    • Cyclized products 8, 14, and the enantiomers of 21 and 22 were previously prepared by our group, see refs 1c, d and 5f.
  • 70
    • 33644961228 scopus 로고    scopus 로고
    • note
    • The lower reactivity of 18 and 20 will be an influence of the Mts group: the aryl group of Mts will direct the opposite side to the isopropyl group at the α position, which may cause an unfavorable steric interaction to the alkyl group on the allenyl carbon on cyclization. However, the exact reason for their lower reactivity is unclear.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.