Madeleine A. Jacobson, Paul G. Williard
Abstract
N-(tert-Butyldimethylsilyl)-3-buten-1-amine undergoes allylic deprotonation at the 2-position when exposed to 2 equiv of nBuLi in THF. This allylic anion undergoes lithium hydride elimination to generate a 1-azapentadienyl anion. The anion is generated cleanly and completely.
OpenAlex reports 12 citations for this work. Citation counts describe recorded attention and do not establish research quality.
A contribution statement is not available in the OpenAlex record.
Method details are not available in the OpenAlex metadata.
Findings are not separately available in the OpenAlex metadata.
Limitations are not available in the OpenAlex metadata.
Application details are not available in the OpenAlex metadata.
N-(tert-Butyldimethylsilyl)-3-buten-1-amine undergoes allylic deprotonation at the 2-position when exposed to 2 equiv of nBuLi in THF. This allylic anion undergoes lithium hydride elimination to generate a 1-azapentadienyl anion. The anion is generated cleanly and completely.
Key concepts: Chemistry, Deprotonation, Allylic rearrangement, Amine gas treating, Hydride, Lithium (medication), Medicinal chemistry, Ion