Assessing the Rates of Ring-Opening of Aziridinium and Azetidinium Ions: A Dramatic Ring Size Effect

作者：De Rycke Nicolas; David Olivier; Couty Francois^*

来源：Organic Letters, 2011, 13(7): 1836-1839.

DOI：10.1021/ol200348k

Rates for the ring-opening of aziridinium and azetidinium ions by DMAP were measured. The four-membered ring appears to be ca. 17 000 times less reactive compared to the three-membered ring but is still highly relevant from a synthetic viewpoint. The electrophilicity of these strained ammonium ions is measured for the first time.

• 出版日期2011-4-1