The Dinosyl Group: A Powerful Activator for the Regioselective Alcoholysis of Aziridines

C Stanetty, MK Blaukopf, B Lachmann…

Index: Stanetty, Christian; Blaukopf, Markus K.; Lachmann, Bodo; Noe, Christian R. European Journal of Organic Chemistry, 2011 , # 17 p. 3126 - 3130

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Citation Number: 3

Abstract

Abstract The N-2, 4-dinitrophenylsulfonyl group (dinosyl, DNs) was found to be an excellent choice for the N-activation of aziridines towards ring cleavage with primary, secondary, andsterically demanding tertiary alcohols. Alcoholysis does not need any additional catalyst and is regioselective for the less-hindered position. No racemization in the aziridine formation or cleavage step was observed, and the resulting DNs-sulfonamides can be ...