A General and Expeditious One-Pot Synthesis of Sulfoxides in High Optical Purity from Norephedrine-Derived Sulfamidites
2002; American Chemical Society; Volume: 5; Issue: 1 Linguagem: Inglês
10.1021/ol027232i
ISSN1523-7060
AutoresJ.L.G. Ruano, Carlos Alemparte, M. Teresa Aranda, María M. Zarzuelo,
Tópico(s)Sulfur-Based Synthesis Techniques
ResumoA general and simple procedure for preparing any kind of enantiomerically enriched sulfoxide starting from norephedrine-derived N-benzyloxycarbonylsulfamidite 3a is reported. After one-pot reaction of 3a with RMgX, HBF(4), and R'MgX, a variety of sulfoxides 6 are obtained in ee usually higher than 93% and isolated yields ranging between 50 and 78%. The obtained configuration is tunable by simply electing the order of the addition of the reagents. [reaction--see text]
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