The Journal of organic chemistry

BF3· OEt2-Mediated highly regioselective SN2-type ring-opening of N-activated aziridines and N-activated azetidines by tetraalkylammonium halides

MK Ghorai, A Kumar, DP Tiwari

文献索引：Ghorai, Manas K.; Kumar, Amit; Tiwari, Deo Prakash Journal of Organic Chemistry, 2010 , vol. 75, # 1 p. 137 - 151

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被引用次数: 70

摘要

A highly regioselective Lewis acid-mediated SN2-type ring-opening of N-sulfonylaziridines and azetidines with tetraalkylammonium halides in CH2Cl2 solution to afford 1, 2-and 1, 3- haloamines in excellent yields is described. An easy diastereoselective route toward substituted chiral N-tosylaziridines has been developed. The mechanism of ring-opening via SN2 pathway has been confirmed by the formation of chiral haloamines with excellent er ...