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Volumn 17, Issue 21, 1976, Pages 1831-1834

Catalytic asymmetric induction in oxidation reactions. The synthesis of optically active epoxides.

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Indexed keywords


EID: 49349138832     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(00)93796-1     Document Type: Article
Times cited : (212)

References (29)
  • 10
    • 14344268301 scopus 로고
    • N.L. Allinger, E.L. Eliel, Interscience, N.Y, Epoxidations using optically active peracids require at least molar quantities of the acid and are known to proceed in poor optical yields.
    • (1973) Topics in Stereochemistry , vol.7 , pp. 93
    • Berti1
  • 11
    • 84917978579 scopus 로고
    • 4-3-oxosteroids) or other optically active precursors, N.L. Allinger, E.L. Eliel, Interscience, N.Y
    • (1973) Topics in Stereochemistry , vol.7 , pp. 166
    • Berti1
  • 14
    • 84918019279 scopus 로고    scopus 로고
    • Known as the Weitz-Scheffer reaction, see Ref. 2.
  • 18
    • 0001462990 scopus 로고
    • Untersuchungen �ber asymmetrische Synthesen VI. Der Reaktionsmechanismus und der sterische Verlauf der asymmetrischen Cyanhydrin-Synthese
    • (1954) Helvetica Chimica Acta , vol.37 , pp. 1634
    • Prelog1    Wilhelm2
  • 20
    • 84985129720 scopus 로고
    • N-Dodecyl-N-methylephedrinium Bromide: a Specific Catalyst for the Borohydride Reduction of Carbonyl Compounds under Phase-Transfer Conditions
    • d
    • (1975) Synthesis , pp. 531
    • Colonna1    Fornasier2
  • 24
    • 84918019278 scopus 로고    scopus 로고
    • None of the epoxides reported in this paper had been pepared in optically active form before.
  • 26
    • 84918019277 scopus 로고    scopus 로고
    • Great care was exercised to remove all of the catalyst and its degradation fragments from the product. Duplicate and blank experiments were performed. Experiments were carried out to ensure that the optical activity of the epoxides was not due to fortuitous resolution in the presence of the catalyst.
  • 27
    • 84918019276 scopus 로고    scopus 로고
    • Optically active epoxides had analytical and/or spectral data in accord with their structure and with those reported for the known racemic substances.
  • 28
    • 84918019265 scopus 로고    scopus 로고
    • This experiment was separately carried out on (−), (+) and racemic samples of epoxide 6b and proves that the enantiomers of 6b were indeed formed in different amounts.
  • 29
    • 84918019264 scopus 로고    scopus 로고
    • For the enantioselective addition of thiols to electron-poor double bonds, see R. Helder, R. Arends and H. Wynberg, manuscript in preparation.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.