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Volumn 68, Issue 24, 2003, Pages 9221-9225

Facile and Racemization-Free Conversion of Chiral Nitriles into Pyridine Derivatives

Author keywords

[No Author keywords available]

Indexed keywords

CATALYSIS; COBALT; PHOTOCHEMICAL REACTIONS; SUBSTITUTION REACTIONS;

EID: 0345686500     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo030206t     Document Type: Article
Times cited : (53)

References (48)
  • 13
    • 84985571853 scopus 로고
    • Many transition-metal complexes catalyze this cyclization. For reviews on the cobalt-catalyzed synthesis of pyridines, see: (a) Vollhardt, K. P. C. Angew. Chem., Int. Ed. Engl. 1984, 23, 539.
    • (1984) Angew. Chem., Int. Ed. Engl. , vol.23 , pp. 539
    • Vollhardt, K.P.C.1
  • 17
    • 0001547606 scopus 로고
    • For some recent examples of pyridines synthesis under catalysis with Rh, Ru, Ti, Zr/Ni, Zr/Cu, Ta, and Fe complexes, see the following references. (e) Rh: Deversi, P.; Ermini, L.; Ingresso, G.; Lucherini, A. J. Organomet. Chem. 1993, 447, 291.
    • (1993) J. Organomet. Chem. , vol.447 , pp. 291
    • Deversi, P.1    Ermini, L.2    Ingresso, G.3    Lucherini, A.4
  • 30
    • 0028574724 scopus 로고
    • 16 although the nitrile employed had an enantiomeric excess of 98% ee. For this reason, Falorni and co-workers have developed a "ring closure protection" protocol to prepare optically pure compounds containing a pyridyl moiety: Cossu, S.; Conti, S.; Giacomelli, G.; Falorni, M. Synthesis 1994, 1429.
    • (1994) Synthesis , pp. 1429
    • Cossu, S.1    Conti, S.2    Giacomelli, G.3    Falorni, M.4
  • 35
    • 0022040955 scopus 로고
    • (b) For a review: Bönnemann, H. Angew. Chem., Int. Ed. Engl. 1985, 24, 248; Angew. Chem 1985, 97, 264.
    • (1985) Angew. Chem. , vol.97 , pp. 264
  • 42
    • 0041079919 scopus 로고
    • After cbz-protection of proline and conversion into the amide (Sturm, K. ; Geiger, R.; Siedel, W. Chem. Ber. 1963, 96, 609), the nitrile can be prepared by dehydration (Yamada, T.; Suegane, K.; Kuwata, S.; Watanabe, W. Bull. Chem. Soc. Jpn. 1977, 50, 1088).
    • (1963) Chem. Ber. , vol.96 , pp. 609
    • Sturm, K.1    Geiger, R.2    Siedel, W.3
  • 43
    • 0345190353 scopus 로고
    • After cbz-protection of proline and conversion into the amide (Sturm, K. ; Geiger, R.; Siedel, W. Chem. Ber. 1963, 96, 609), the nitrile can be prepared by dehydration (Yamada, T.; Suegane, K.; Kuwata, S.; Watanabe, W. Bull. Chem. Soc. Jpn. 1977, 50, 1088).
    • (1977) Bull. Chem. Soc. Jpn. , vol.50 , pp. 1088
    • Yamada, T.1    Suegane, K.2    Kuwata, S.3    Watanabe, W.4
  • 44
    • 0344327903 scopus 로고    scopus 로고
    • Unpublished results
    • Knochel, P. Unpublished results.
    • Knochel, P.1


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.