Stereoselective synthesis of beta-hydroxy-alpha-amino acids beta-substituted with non-aromatic heterocycles (Articolo in rivista)

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  • Stereoselective synthesis of beta-hydroxy-alpha-amino acids beta-substituted with non-aromatic heterocycles (Articolo in rivista) (literal)
Anno
  • 2007-01-01T00:00:00+01:00 (literal)
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#doi
  • 10.1016/j.tetasy.2007.05.040 (literal)
Alternative label
  • Cremonesi, Giuseppe; Dalla Croce, Piero; Fontana, Francesco; Forni, Alessandra; La Rosa, Concetta (2007)
    Stereoselective synthesis of beta-hydroxy-alpha-amino acids beta-substituted with non-aromatic heterocycles
    in Tetrahedron: asymmetry (Print); Elsevier Ltd, Oxford (Regno Unito)
    (literal)
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#autori
  • Cremonesi, Giuseppe; Dalla Croce, Piero; Fontana, Francesco; Forni, Alessandra; La Rosa, Concetta (literal)
Pagina inizio
  • 1667 (literal)
Pagina fine
  • 1675 (literal)
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  • ISI Impact Factor 2007: 2.634; SJR 2007: Inorganic Chemistry, Q1 (literal)
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  • http://scienceserver.cilea.it.pros.lib.unimi.it/pdflinks/13062309204211007.pdf (literal)
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  • 18 (literal)
Rivista
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  • 9 (literal)
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  • 14 (literal)
Note
  • Scopus (literal)
  • ISI Web of Science (WOS) (literal)
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  • Istituto di Chimica Organica 'A. Marchesini', Facolta` di Farmacia, V. Venezian 21, I-20133 Milano, Italy Dipartimento di Chimica Organica e Industriale and C.N.R.-I.S.T.M., V. Venezian 21, I-20133 Milano, Italy C.N.R.-I.S.T.M., V. Golgi,19, I-20133 Milano, Italy (literal)
Titolo
  • Stereoselective synthesis of beta-hydroxy-alpha-amino acids beta-substituted with non-aromatic heterocycles (literal)
Abstract
  • We have stereoselectively synthesised b-hydroxy-a-amino acids b-substituted with non-aromatic heterocycles by means of a condensation reaction between enantiomerically pure heterocyclic aldehydes and the (R)-(+)-2,5-dihydro-3,6-dimethoxy-2-isopropylpyrazine (Schollkopf's reagent) as a chiral auxiliary. The stereocontrolled addition gave mixtures of diastereoisomers whose steric configurations were assigned on the basis of spectroscopic data and X-ray analysis. Upon controlled hydrolysis, the adducts were transformed into the corresponding methyl esters of b-hydroxy-b-heterocyclic substituted a-amino acids. (literal)
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