Optical Resolution and Enantioselective Rearrangements of Amino Group Containing Oxiranyl Ethers (Articolo in rivista)

Type
Label
  • Optical Resolution and Enantioselective Rearrangements of Amino Group Containing Oxiranyl Ethers (Articolo in rivista) (literal)
Anno
  • 2002-01-01T00:00:00+01:00 (literal)
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#doi
  • 10.1016/S0957-4166(02)00051-4 (literal)
Alternative label
  • Faigl, Ferenc; Thurner, Angelika; Tarkanyi, Gabor; Kovari, Julia; Mordini, Alessandro (2002)
    Optical Resolution and Enantioselective Rearrangements of Amino Group Containing Oxiranyl Ethers
    in Tetrahedron: asymmetry (Print); Elsevier, Amsterdam (Paesi Bassi)
    (literal)
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#autori
  • Faigl, Ferenc; Thurner, Angelika; Tarkanyi, Gabor; Kovari, Julia; Mordini, Alessandro (literal)
Pagina inizio
  • 59 (literal)
Pagina fine
  • 68 (literal)
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#numeroVolume
  • 13 (literal)
Rivista
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#pagineTotali
  • 10 (literal)
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#numeroFascicolo
  • 1 (literal)
Note
  • ISI Web of Science (WOS) (literal)
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#affiliazioni
  • ICCOM-CNR Department of Organic Chemical Technology, Budapest University of Technology and Economics (literal)
Titolo
  • Optical Resolution and Enantioselective Rearrangements of Amino Group Containing Oxiranyl Ethers (literal)
Abstract
  • Resolution protocols for 2-benzyloxymethyl-3-diethylaminomethyloxirane and 2-benzyloxymethyl-3-piperidinomethyloxirane have been developed. In the presence of organometallic bases enantioselective rearrangement of the newly separated oxirane enantiomers provides chiral oxetanes or cis-but-2-ene-1,4-diol derivatives without any racemization. The stereochemistry of the oxetanes was investigated by H-1 NMR and molecular modeling. A novel method using an atropisomeric dicarboxylic acid as a chiral solvating agent in H-1 NMR for the determination of the enantiomeric excess of the products is also reported. (C) 2002 Elsevier Science Ltd. All rights reserved. (literal)
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