An Efficient Method for Opening Nonactivated Aziridines with TMS Azide: Application in the Synthesis of Chiral 1,2-Diaminocyclohexane.

A variety of N-substituted aziridines have been opened with TMS azide in MeCN at rt in the absence of any Lewis acid. The reaction was extended to the synthesis of (R,R)- and (S,S)-1,2-diaminocyclohexane.