Efficient Asymmetric Synthesis of S,S-2-methylsulfanyl-2-methylsulfinyl-1-indanone

Orbital: The Electronic Journal of Chemistry

Roberto da Silva Gomes¹  Derisvaldo Rosa Paiva² 

[1] Federal University of Mato Grosso do Sul,;Federal University of São Paulo,;

关键词: asymmetric synthesis;    indanone;    indanol;    phase-transfer catalysis;   

DOI  :  10.17807/orbital.v5i1.496

来源: DOAJ

【 摘 要 】

Diastereoselective synthesis of SS-2-methylsulfanyl-2-methylsulfinyl-1-indanol by reduction of SS-2-methylsulfanyl-2-methylsulfinyl-1-indanone optically enriched demonstrating to be highly efficiency using the sulfanyl group as asymmetric induction control agent during an addition reaction to carbonyl group.The 2-methylsulfinyl-1-indanone was obtained for the first time in one unique step without further oxidation steps.

The synthesis of SR, SS of 2-methylsulphinyl-1-indanone optically enriched in good yield and good enantiomeric excess determined by nuclear magnetic resonance technique employing the Kagan reagent as chiral shift agent.

【 授权许可】

Unknown