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Volumn 72, Issue 15, 2007, Pages 5916-5919

Aminopentadiene imines from Zincke salts of 3-alkylpyridines. Application to a synthesis of pyridinium salts from amino acids

Author keywords

[No Author keywords available]

Indexed keywords

ALKYLPYRIDINES; IMINES; PYRIDINIUM SALTS; ZINCKE SALTS;

EID: 34547113309     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo0707582     Document Type: Article
Times cited : (20)

References (16)
  • 2
    • 33745263963 scopus 로고    scopus 로고
    • For a recent review, see:, Li, J. J, Ed, John Wiley & Sons, Inc, New York
    • (b) For a recent review, see: Rojas, C. M. In Named Reactions in Heterocyclic Chemistry; Li, J. J., Ed.; John Wiley & Sons, Inc.: New York, 2005; pp 355-374.
    • (2005) Named Reactions in Heterocyclic Chemistry , pp. 355-374
    • Rojas, C.M.1
  • 11
    • 33845314337 scopus 로고    scopus 로고
    • Aminopentadiene imines and their corresponding hydrolysis derivatives (aminopentadienals, glutacondialdehydes) were shown recently as useful intermediates in natural products synthesis: (a) Kearney, A. M.; Vanderwal, C. D. Angew. Chem., Int. Ed. 2006, 45, 7803-7806.
    • Aminopentadiene imines and their corresponding hydrolysis derivatives (aminopentadienals, glutacondialdehydes) were shown recently as useful intermediates in natural products synthesis: (a) Kearney, A. M.; Vanderwal, C. D. Angew. Chem., Int. Ed. 2006, 45, 7803-7806.
  • 13
    • 85069754511 scopus 로고
    • For an earlier review concerning glutaconaldehyde and the corresponding amino derivatives aminopentadienals, see
    • For an earlier review concerning glutaconaldehyde and the corresponding amino derivatives (aminopentadienals), see: Becher, J. Synthesis 1980, 589-612.
    • (1980) Synthesis , pp. 589-612
    • Becher, J.1
  • 14
    • 0031522720 scopus 로고    scopus 로고
    • Only one example has been reported starting from the Zincke salt of nicotinamide, which, from our experience, is a particularly reactive substrate in the Zincke synthesis of pyridinium salts: Hockova, D.; Holy, A. Collect. Czech. Chem. Commun. 1997, 62, 948-956.
    • Only one example has been reported starting from the Zincke salt of nicotinamide, which, from our experience, is a particularly reactive substrate in the Zincke synthesis of pyridinium salts: Hockova, D.; Holy, A. Collect. Czech. Chem. Commun. 1997, 62, 948-956.
  • 15
    • 34547107385 scopus 로고    scopus 로고
    • The structures of derivatives 9 were established with certainty using NMR experiments, in particular, heteronuclear multiple bond correlation (HMBC) allowed attribution of regiochemistry.
    • The structures of derivatives 9 were established with certainty using NMR experiments, in particular, heteronuclear multiple bond correlation (HMBC) allowed attribution of regiochemistry.
  • 16
    • 33745256175 scopus 로고    scopus 로고
    • In a preliminary communication, we have reported a 2, 3 synthesis of these intermediates and similar conditions for their cyclization to pyridinium salts. See: Sanchez-Salvatori, M, Lopez-Giral, A, Ben Abdeljelil, K, Marazano, C. Tetrahedron Lett. 2006, 47, 5503-5506
    • In a preliminary communication, we have reported a 2 + 3 synthesis of these intermediates and similar conditions for their cyclization to pyridinium salts. See: Sanchez-Salvatori, M.; Lopez-Giral, A.; Ben Abdeljelil, K.; Marazano, C. Tetrahedron Lett. 2006, 47, 5503-5506.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.