SciELO - Scientific Electronic Library Online

 
vol.65Novel O^N^N pyrazolyl-imine and imidazolyl-imine pincer palladium complexes as Heck coupling catalystsConvenient reduction of carbonyl compounds to their corresponding alcohols with NaBH4/(NH4)2C2O4 system índice de autoresíndice de assuntospesquisa de artigos
Home Pagelista alfabética de periódicos  

Serviços Personalizados

Artigo

Indicadores

Links relacionados

  • Em processo de indexaçãoCitado por Google
  • Em processo de indexaçãoSimilares em Google

Compartilhar


South African Journal of Chemistry

versão On-line ISSN 1996-840X
versão impressa ISSN 0379-4350

Resumo

BANUEIOS-HERNANDEZ, A.E.  e  MENDOZA-ESPINOZA, J.A.. Study of cyclization of diphenylacetals derived from L-rhamnose and L-fucose: A theoretical approach. S.Afr.j.chem. (Online) [online]. 2012, vol.65, pp.84-90. ISSN 1996-840X.

This work aimed to study the configuration of two mono-tosyl-diphenylacetals, highly flexible molecules derived from L-ramnose and L-fucose, by means of the Monte Carlo conformational search method. The energy of the conformers established by this method and calculated by using the molecular mechanics force field (MMFF) permitted to establish a first conformational space. The geometry of the conformers was optimized by using the semi-empirical AM1 and the density functional B3LYP/DGDZVP methods. We were able to explain the different final products recovered from the reaction of the diphenylacetals derived from L-rhamnose and L-fucose with tosyl chloride, in a pyridine solution. On the other hand, obtaining cyclical compounds by intramolecular cyclization could be an attractive pathway for the synthesis of furanosides.

Palavras-chave : Molecular modelling; conformational analysis; Monte Carlo conformational search method; L-rhamnose; L-fucose; B3LYP; DGDZVP; diphenylthioacetal.

        · texto em Inglês     · Inglês ( pdf )

 

Creative Commons License Todo o conteúdo deste periódico, exceto onde está identificado, está licenciado sob uma Licença Creative Commons