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

Aldizkaria:
ChemInform

ISSN: 0931-7597

Argitalpen urtea: 2010

Alea: 26

Zenbakia: 1

Orrialdeak: no-no

Mota: Artikulua

DOI: 10.1002/CHIN.199501227 GOOGLE SCHOLAR lock_openSarbide irekia editor

Beste argitalpen batzuk: ChemInform

Laburpena

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.

Erreferentzia bibliografikoak

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