ChemInform Abstract: Enantioselective Preparation of Alkyl Alkylsulfanylmethyl Sulfoxides and 4,5-Dihydroisoxazoles from Alkanesulfinates of 1,2:5,6-Di-O- isopropylidene-D-glucose.
- ARROYO-GOMEZ, Y. 1
- LOPEZ-SASTRE, J. A. 1
- RODRIGUEZ-AMO, J. F. 1
- SANTOS-GARCIA, M. 1
- SANZ-TEJEDOR, M. A. 1
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1
Universidad de Valladolid
info
ISSN: 0931-7597
Année de publication: 2010
Volumen: 26
Número: 1
Pages: no-no
Type: Article
D'autres publications dans: ChemInform
Résumé
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.
Références bibliographiques
- ARROYO-GOMEZ, (1994), J. Chem. Soc., Perkin Trans. I, pp. 2177, 10.1039/P19940002177