144344-97-8Relevant academic research and scientific papers
Intramolecular schmidt reactions of azides with carbocations: Synthesis of bridged-bicyclic and fused-bicyclic tertiary amines
Pearson, William H.,Walavalkar, Rajesh,Schkeryantz, Jeffrey M.,Fang, Wen-Kui,Blickensdorf, James D.
, p. 10183 - 10194 (2007/10/02)
Aliphatic azides were captured intramolecularly by carbocations, producing aminodiazonium ion intermediates. Carbon-to-nitrogen rearrangement then occurred, generating bridged- or fused-bicyclic α-amino carbocations or iminium ions, depending on the geome
An Intramolecular Schmidt Reaction of an Alkyl Azide with a Carbocation. The Generation and Rearrangement of a Conformationally Restricted Secondary Aminodiazonium Ion
Pearson, William H.,Schkeryantz, Jeffrey M.
, p. 5291 - 5294 (2007/10/02)
Treatment of azidoalkene 2 with triflic acid produced the bridged bicyclic enamine 3 by an intramolecular Schmidt reaction.Rearrangement of the intermediate aminodiazonium ion 5 is completely regioselective.
