Ring-opening of N-tosyl aziridines by 2-lithiodithianes
作者： William Howson , Helen M. I. Osborn , Joseph Sweeney
DOI: 10.1039/P19950002439
关键词: Organic chemistry 、 Nucleophile 、 Enantiopure drug 、 Yield (chemistry) 、 Chemistry 、 Ring (chemistry) 、 Tosyl
摘要: The reaction of lithiated dithianes 6–8 and 15 16 with enantiopure N-sulfonylated aziridines 1 2 leads via regiospecific nucleophilic ring-opening to N-tosyl 2-(2′-dithianyl) secondary amines in good excellent yields. These compounds may be either desulfonylated or hydrolytically desulfurized give the corresponding 21–24 carbonyl 25–27 28–30 yield. In case α-silaalkanones 31 32 produced by these reactions, oxidation furnishes 3-tosylamino acids 33 34
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