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Volumn , Issue 1, 1999, Pages 25-28

Zwitterionic aza-Claisen rearrangement: Reaction of carboxylic acid fluorides with N-allyl amines

Author keywords

Allyl amines; Carboxylic acid fluorides; Planar chirality; Von Braun degradation; Zwitterionic aza Claisen rearrangement

Indexed keywords

ALLYLAMINE DERIVATIVE; AMPHOLYTE; CARBOXYLIC ACID FLUORIDE DERIVATIVE; CHLORIDE; FLUORIDE; HETEROCYCLIC COMPOUND; UNCLASSIFIED DRUG;

EID: 0032955141     PISSN: 09365214     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-1999-2530     Document Type: Article
Times cited : (20)

References (25)
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    • Granitza, D.; Beyermann, M.; Wenschuh, H.; Haber, H.; Carpino, L. A.; Truran, G. A.; Bienert, M. J. Chem. Soc., Chem. Commun. 1995, 2223. Carpino, L. A.; Mansour, E.-S. M. E.; El-Faham, A. J. Org. Chem. 1993, 58, 4162. Carpino, L. A.; Sadat-Aalaee, D.; Chao, H.-G.; DeSelms, R. H. J. Am. Chem. Soc. 1990, 112, 9651.
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    • We prepared the carboxylic acid fluorides according to Olah, G. A.; Nojima, M.; Kerekes, I. Synthesis 1978, 487. Olah, G.; Kuhn, S.; Beke, S. Chem. Ber. 1956, 89, 862.
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    • We prepared the carboxylic acid fluorides according to Olah, G. A.; Nojima, M.; Kerekes, I. Synthesis 1978, 487. Olah, G.; Kuhn, S.; Beke, S. Chem. Ber. 1956, 89, 862.
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    • note
    • The relative configuration of all stereogenic centres and, if necessary, the relative arrangement of trans olefin and amide function (planar chirality: planar pR and pS arrangements in the nine-membered ring lactams) was proved by NOE analyses. A minority of conformers (pR or pS) of nine-membered ring lactams could not be determined undoubtedly because of higher order NMR spectra.
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    • note
  • 25
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    • Ed., VCH, Weinheim, Berlin Cl
    • -1 in: Gmelin, Vol. 35B: Aluminium., Pietsch, E. Ed., VCH, Weinheim, Berlin 1934, 158 (F), 184 (Cl).
    • (1934) Gmelin, Vol. 35B: Aluminium. , vol.158 , Issue.F , pp. 184
    • Pietsch, E.1


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.