Synthesis of 1,2-Diols and Their Base-Initiated Rearrangement to Butyrolactones (Articolo in rivista)

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  • Synthesis of 1,2-Diols and Their Base-Initiated Rearrangement to Butyrolactones (Articolo in rivista) (literal)
Anno
  • 2014-01-01T00:00:00+01:00 (literal)
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#doi
  • 10.1002/ejoc.201402853 (literal)
Alternative label
  • M. Moliterno, C. Margarita, S. Panarello, R. Salvio, M. Bella, (2014)
    Synthesis of 1,2-Diols and Their Base-Initiated Rearrangement to Butyrolactones
    in European journal of organic chemistry (Print); WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim (Germania)
    (literal)
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#autori
  • M. Moliterno, C. Margarita, S. Panarello, R. Salvio, M. Bella, (literal)
Pagina inizio
  • 6896 (literal)
Pagina fine
  • 6902 (literal)
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#url
  • http://onlinelibrary.wiley.com/ (literal)
Rivista
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#pagineTotali
  • 7 (literal)
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#numeroFascicolo
  • 31 (literal)
Note
  • ISI Web of Science (WOS) (literal)
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#affiliazioni
  • Sapienza University Rome and IMC-CNR (literal)
Titolo
  • Synthesis of 1,2-Diols and Their Base-Initiated Rearrangement to Butyrolactones (literal)
Abstract
  • 1,2-Diols 3 have been synthesized by the aldol addition of hydroxy esters 1 to propargyl aldehydes 2 in dichloromethane. These 1,2-diols undergo a base-initiated rearrangement under mild conditions in methanol with an unusual 1,2-alkyl shift to afford interesting alpha,beta-unsaturated gamma-butyrolactones 4. A possible mechanism is postulated on the basis of experimental evidence and the results of DFT calculations. (literal)
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