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Volumn 3, Issue 12, 2001, Pages 1929-1931

Enantioselective epoxidation of terminal olefins by chiral dioxirane

Author keywords

[No Author keywords available]

Indexed keywords

ALKENE; DIOXIRANE; EPOXIDE;

EID: 0035859340     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol010066e     Document Type: Article
Times cited : (130)

References (86)
  • 1
    • 0003544583 scopus 로고
    • Ojima, I., Ed.; VCH: New York, Chapter 4.1
    • For recent reviews on highly enantioselective epoxidation of allylic alcohols, see: (a) Johnson, R. A.; Sharpless, K. B. In Catalytic Asymmetric Synthesis: Ojima, I., Ed.; VCH: New York, 1993; Chapter 4.1.
    • (1993) Catalytic Asymmetric Synthesis
    • Johnson, R.A.1    Sharpless, K.B.2
  • 3
    • 0041796029 scopus 로고
    • Ojima, I. Ed.; VCH: New York, Chapter 4.2
    • For recent reviews on metal-catalyzed highly enantioselective epoxidation of unfunctionalized olefins, see: (a) Jacobsen, E. N. In Catalytic Asymmetric Synthesis; Ojima, I. Ed.; VCH: New York, 1993; Chapter 4.2.
    • (1993) Catalytic Asymmetric Synthesis
    • Jacobsen, E.N.1
  • 7
    • 0034698317 scopus 로고    scopus 로고
    • For a recent review on asymmetric epoxidation of electron-deficient olefins, see: Porter, M. J.; Skidmore, J. Chem. Commun. 2000, 1215.
    • (2000) Chem. Commun. , pp. 1215
    • Porter, M.J.1    Skidmore, J.2
  • 8
    • 33845550903 scopus 로고
    • For examples of asymmetric epoxidation of terminal olefins catalyzed by porphyrin complexes, see: (a) Groves, J. T.; Myers, R. S. J. Am. Chem. Soc. 1983, 105, 5791.
    • (1983) J. Am. Chem. Soc. , vol.105 , pp. 5791
    • Groves, J.T.1    Myers, R.S.2
  • 31
    • 0000450582 scopus 로고
    • For examples of asymmetric epoxidation of terminal olefins using chiral oxaziridines and oxaziridinium salts, see: (a) Davis, F. A.; Harakal, M. E.; Awad, S. B. J. Am. Chem. Soc. 1983, 105, 3123.
    • (1983) J. Am. Chem. Soc. , vol.105 , pp. 3123
    • Davis, F.A.1    Harakal, M.E.2    Awad, S.B.3
  • 39
    • 6044269298 scopus 로고
    • For general leading references on dioxiranes, see: (a) Murray, R. W. Chem. Rev. 1989, 89, 1187.
    • (1989) Chem. Rev. , vol.89 , pp. 1187
    • Murray, R.W.1
  • 66
    • 0029860777 scopus 로고    scopus 로고
    • For examples of asymmetric epoxidation mediated in situ by fructose-derived ketones, see: (a) Tu, Y.; Wang, Z.-X.; Shi, Y. J. Am. Chem. Soc. 1996, 118, 9806.
    • (1996) J. Am. Chem. Soc. , vol.118 , pp. 9806
    • Tu, Y.1    Wang, Z.-X.2    Shi, Y.3
  • 79
    • 0041295562 scopus 로고    scopus 로고
    • note
    • 3N in pentane; pentane - ether (1:0 to 10:1) was used as eluent] to give styrene oxide as a colorless liquid (0.055 g, 92% yield, 81% ee).


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.