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Volumn 69, Issue 25, 2004, Pages 8775-8779

Stereoselective access to the versatile 4-aminohex-5-ene-1,2,3-triol pattern

Author keywords

[No Author keywords available]

Indexed keywords

AMINES; CARBOXYLATION; STEREOCHEMISTRY;

EID: 10044265515     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo048766v     Document Type: Article
Times cited : (12)

References (19)
  • 9
    • 10044228015 scopus 로고    scopus 로고
    • note
    • For matter of coherence the targeted aminotriol carbon numbering has been used throughout the article including for NMR peak assignments.
  • 11
    • 0001780886 scopus 로고    scopus 로고
    • For reviews on formation and synthetic use of chiral epoxides, see: (b) Katsuki, T.; Martin, V. S. Org. React. 1996, 48, 1-299.
    • (1996) Org. React. , vol.48 , pp. 1-299
    • Katsuki, T.1    Martin, V.S.2
  • 15
    • 10044280054 scopus 로고    scopus 로고
    • note
    • The proportion of rearranged product was found to depend on the aging of the opened commercial vinyl Grignard solution. For the same reason prolonged contact with silica gel should also be avoided.
  • 18
    • 10044278883 scopus 로고    scopus 로고
    • note
    • Participation of a pyridinium species in place of the ammonium cation might explain this observation.
  • 19
    • 0025114480 scopus 로고
    • Similar reaction sequence has been achieved using the uncommon carbonate form of Amberlyst A-26 resin. Although it involved a reactive primary amine, this process was reported to be somewhat slower than ours (48 h at room temperature): Wood, J. L.; Jones, D. R.; Hirschmann, R.; Smith, A. M., III. Tetrahedron Lett. 1990, 31, 6329-6330.
    • (1990) Tetrahedron Lett. , vol.31 , pp. 6329-6330
    • Wood, J.L.1    Jones, D.R.2    Hirschmann, R.3    Smith III, A.M.4


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.