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Volumn 9, Issue 14, 1998, Pages 2437-2450

Synthesis of enantiomerically pure acyclic α-sulfinyl ketimines

Author keywords

[No Author keywords available]

Indexed keywords

IMINE; KETIMINE DERIVATIVE; UNCLASSIFIED DRUG;

EID: 0032541099     PISSN: 09574166     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0957-4166(98)00211-0     Document Type: Article
Times cited : (14)

References (46)
  • 28
    • 0010528844 scopus 로고    scopus 로고
    • Compounds 1-6 were prepared by reaction of (R)-(+)-methyl p-tolyl sulfoxide with the corresponding esters in the presence of LDA (see Ref. 4a and references therein). Compound 6, obtained as a mixture of epimers at C-α, was used without separation in further reactions
    • 17. Compounds 1-6 were prepared by reaction of (R)-(+)-methyl p-tolyl sulfoxide with the corresponding esters in the presence of LDA (see Ref. 4a and references therein). Compound 6, obtained as a mixture of epimers at C-α, was used without separation in further reactions.
  • 29
    • 33947290993 scopus 로고
    • 18. Taguchi, K.; Westheimer, F. H. J. Org. Chem. 1971, 36, 1570. Reaction rates decreased on using 4 Å and 5 Å molecular sieves.
    • (1971) J. Org. Chem. , vol.36 , pp. 1570
    • Taguchi, K.1    Westheimer, F.H.2
  • 30
    • 0010527338 scopus 로고    scopus 로고
    • A similar problem has been found in reactions of cyclohexylidenbenzylamine with menthyl p-toluenesulfinate (see Ref. 15c)
    • 19. A similar problem has been found in reactions of cyclohexylidenbenzylamine with menthyl p-toluenesulfinate (see Ref. 15c).
  • 34
    • 0010460830 scopus 로고
    • Alkylation of Carbon
    • Trost B. M., Ed.; Pergamon Press: Oxford
    • 23. Caine, D. Alkylation of Carbon. In Comprehensive Organic Synthesis; Trost B. M., Ed.; Pergamon Press: Oxford, 1991; Vol. 3, p. 32.
    • (1991) Comprehensive Organic Synthesis , vol.3 , pp. 32
    • Caine, D.1
  • 35
    • 0010527578 scopus 로고    scopus 로고
    • note
    • 24. To check this assumption, we prepared imine 20A and studied its reaction with menthyl p-toluenesulfinate at room temperature. The reaction is completely regioselective, yielding only imino sulfoxide 21A. equation presented
  • 36
    • 0010500550 scopus 로고    scopus 로고
    • Configurational assignment of compounds 19A and 19A' could be unequivocally established from the results obtained in the stereoselective reductions of these substrates and mainly from the stereochemistry of rigid cyclic substrates (aziridines and sulfonium salts derived from 1,4 oxathian) obtained from them through stereoselective processes. All these results will be published in due course
    • 25. Configurational assignment of compounds 19A and 19A' could be unequivocally established from the results obtained in the stereoselective reductions of these substrates and mainly from the stereochemistry of rigid cyclic substrates (aziridines and sulfonium salts derived from 1,4 oxathian) obtained from them through stereoselective processes. All these results will be published in due course.
  • 37
    • 0001311980 scopus 로고
    • Imines, Nitrones, Nitriles, and Isocyanides
    • Barton, D.; Ollis, W. D., Eds; Pergamon Press: Oxford, (Sutherland, I. O., Ed.), and references cited therein
    • 26. See Tennan, G. Imines, Nitrones, Nitriles, and Isocyanides. In Comprehensive Organic Chemistry; Barton, D.; Ollis, W. D., Eds; Pergamon Press: Oxford, 1979, Vol. 2 (Sutherland, I. O., Ed.), p. 397 and references cited therein.
    • (1979) Comprehensive Organic Chemistry , vol.2 , pp. 397
    • Tennan, G.1


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.