Chemistry of oxaziridines. 8. Asymmetric oxidation of nonfunctionalized sulfides to sulfoxides with high enantioselectivity by 2-sulfamyloxaziridines. Influence of the …

…, JP McCauley Jr, S Chattopadhyay…

文献索引：Davis, Franklin A.; McCauley, John P.; Chattopadhyay, Sankar; Harakal, Mark E.; Towson, James C.; et al. Journal of the American Chemical Society, 1987 , vol. 109, # 11 p. 3370 - 3377

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被引用次数: 73

摘要

Abstract: Chiral sulfamyloxaziridines 6 and 7, prepared by biphasic oxidation of the corresponding sulfamylimines 5, afford high asymmetric induction for the oxidation of a series of nonfunctionalized sulfides to sulfoxides (53-91% ee). The enantioselectivities exhibited by these reagents are comparable to, or in some cases better than, the modified Sharpless reagent reported by Kagan. Steric factors are primarily responsible for the chiral ...