Literature DB >> 12948193

Spiroheterocycles from reaction of nitrones with methylene-gamma-butyrolactones and some of their rearrangements.

Christophe Roussel1, Rachid Fihi, Kabula Ciamala, Joël Vebrel, Touria Zair, Claude Riche.   

Abstract

Cycloaddition of nitrones 1 with methylene-gamma-butyrolactones 2, 3 and 4 afforded spiroadducts 5, 6 and 7 with high selectivity. Mixtures of diastereoisomers were usually obtained, whose structures were established by 1H and 13C NMR spectroscopies or X-ray crystallography. Treatment of spiroadducts in acidic and alkaline media led to different, unexpected and novel rearrangements.

Entities:  

Year:  2003        PMID: 12948193     DOI: 10.1039/b300628j

Source DB:  PubMed          Journal:  Org Biomol Chem        ISSN: 1477-0520            Impact factor:   3.876


  2 in total

1.  1',3',3'-Trimethyl-2,3-diphenyl-2,3-di-hydro-isoxazole-5(4H)-spiro-2'-indoline.

Authors:  Naoual Laghrib; Jean-Claude Daran; Rachid Fihi; Lhou Majidi; Mohamed Azrour
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2009-01-23

2.  4-Benzyl-6-p-tolyl-pyridazin-3(2H)-one.

Authors:  Ahmad Oubair; Jean-Claude Daran; Rachid Fihi; Lhou Majidi; Mohamed Azrour
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2009-05-20
  2 in total

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