메뉴 건너뛰기




Volumn 69, Issue 2, 2004, Pages 517-521

Catalytic (2 + 2)-Cycloaddition Reactions of Silyl Enol Ethers. A Convenient and Stereoselective Method for Cyclobutane Ring Formation

Author keywords

[No Author keywords available]

Indexed keywords

ADDITION REACTIONS; CATALYSIS; ESTERS; STEREOCHEMISTRY;

EID: 0347762905     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo034989u     Document Type: Article
Times cited : (78)

References (40)
  • 2
    • 0003497902 scopus 로고    scopus 로고
    • Synthesis; Kobayashi, S., Jorgensen, K. A., Eds.; Wiley-VCH: Weinheim
    • (b) Cycloaddition Reactions in Organic Synthesis; Kobayashi, S., Jorgensen, K. A., Eds.; Wiley-VCH: Weinheim, 2002.
    • (2002) Cycloaddition Reactions in Organic
  • 12
    • 0000167986 scopus 로고
    • Trost, B. M., Ed.; Pergamon Press: Oxford
    • (a) Crimmins, M. T. In Comprehensive Organic Synthesis; Trost, B. M., Ed.; Pergamon Press: Oxford, 1991; Vol. 5, pp 123-149.
    • (1991) Comprehensive Organic Synthesis , vol.5 , pp. 123-149
    • Crimmins, M.T.1
  • 24
    • 0000926119 scopus 로고
    • To our knowledge, only two stoichiometric reactions of silyl enolates with simple enoates have been reported. (a) Clark, R. D.; Untch, K. G. J. Org. Chem. 1979, 44, 253-255.
    • (1979) J. Org. Chem. , vol.44 , pp. 253-255
    • Clark, R.D.1    Untch, K.G.2
  • 32
    • 0345928733 scopus 로고    scopus 로고
    • note
    • 3.
  • 33
    • 0030861699 scopus 로고    scopus 로고
    • Maruoka and co-workers reported that nonbonding Al-F interaction enhances the reactivity and stereoselectivity. (a) Ooi, T.; Kagoshima, N.; Maruoka, K. J. Am. Chem. Soc. 1997, 119, 5754-5755.
    • (1997) J. Am. Chem. Soc. , vol.119 , pp. 5754-5755
    • Ooi, T.1    Kagoshima, N.2    Maruoka, K.3
  • 35
    • 0347189843 scopus 로고    scopus 로고
    • note
    • 4 (20 mol %) promotes the (2 + 2)-cycloaddition but only to give 6f in 10% yield.
  • 36
    • 0347189845 scopus 로고    scopus 로고
    • note
    • Stereochemistry of cyclobutane adducts were assigned on the basis of 1D and 2D NMR experiments (see Supporting Information).


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.