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Title

SYNTHESIS AND REACTIVITY OF OPTICALLY PURE N-ACYL, N-ALKYL p-TOLUENESULFINAMIDES

AuthorsGarcía-Ruano, José L.; Alonso, Raquel; Zarzuelo, Maria M.; Noheda Marín, Pedro
Issue Date1995
PublisherElsevier
CitationTetrahedron Asymmetry 6 (5) : 1133-1142 (1995)
AbstractThe syntheses of different enantiomerically N-acyl N-alkyl p-toluenesulfinamides 5, by N-sulfinylation of primary amines with (S)-menthyl-p-tolylsulfinate followed by N-acylation of the resulting sulfinamides are reported. Their reactions with some C-nucleophiles take place at the sulfur atom exclusively with complete retention of the enantiomeric purity, revealing their ability as sulfinylating agents. In this sense, their comparison with other reagents popularly used, revealed that 5 have some important advantages.
Publisher version (URL)https://doi.org/10.1016/0957-4166(95)00139-G
URIhttp://hdl.handle.net/10261/217455
DOIhttp://dx.doi.org/10.1016/0957-4166(95)00139-G
Appears in Collections:(IQOG) Artículos
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