ChemInform Abstract: Enantioselective Preparation of Alkyl Alkylsulfanylmethyl Sulfoxides and 4,5-Dihydroisoxazoles from Alkanesulfinates of 1,2:5,6-Di-O- isopropylidene-D-glucose.

  1. ARROYO-GOMEZ, Y. 1
  2. LOPEZ-SASTRE, J. A. 1
  3. RODRIGUEZ-AMO, J. F. 1
  4. SANTOS-GARCIA, M. 1
  5. SANZ-TEJEDOR, M. A. 1
  1. 1 Universidad de Valladolid
    info

    Universidad de Valladolid

    Valladolid, España

    ROR https://ror.org/01fvbaw18

Revista:
ChemInform

ISSN: 0931-7597

Ano de publicación: 2010

Volume: 26

Número: 1

Páxinas: no-no

Tipo: Artigo

DOI: 10.1002/CHIN.199501227 GOOGLE SCHOLAR lock_openAcceso aberto editor

Outras publicacións en: ChemInform

Resumo

Reaction of alkanesulfinates, e.g. (III), of the glucose derivative (I) with MeSCH2Li, prepared in situ from Me2S (IV), produces the title sulfoxides, e.g. (V), with enantiomeric excesses ranging from 95 to 100%. Isoxazole derivatives like (VI) also react with (III) to give the corresponding sulfinyl compounds such as (VII) and (VIII). The sulfinate (IX) can also be used for analogous reactions.

Referencias bibliográficas

  • ARROYO-GOMEZ, (1994), J. Chem. Soc., Perkin Trans. I, pp. 2177, 10.1039/P19940002177