Rhodium (II)-catalyzed aziridination of allyl-substituted sulfonamides and carbamates

…, AC Flick, CA Leverett, T Stengel

文献索引：Padwa, Albert; Flick, Andrew C.; Leverett, Carolyn A.; Stengel, Thomas Journal of Organic Chemistry, 2004 , vol. 69, # 19 p. 6377 - 6386

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被引用次数: 122

摘要

Several unsaturated sulfonamides underwent intramolecular aziridination when treated with PhI (OAc) 2, MgO, and catalytic Rh2 (OAc) 4 to give bicyclic aziridines in excellent yield. Treatment of the resulting azabicyclic sulfonamides in methanol in the presence of p-TsOH resulted in exclusive opening of the aziridine ring at the most substituted position affording six-and seven-membered ring products in high yield. In contrast, the intramolecular ...