%A P Wipf
%A CRJ Stephenson
%A MAA Walczak
%J Organic Letters
%T Diversity-oriented synthesis of azaspirocycles
%X (Equation Presented) Multicomponent condensation of N- diphenylphosphinoylimines, alkynes, zirconocene hydrochloride, and diiodomethane provides a rapid access to ?-unsaturated dicyclopropylmethylamines. These novel building blocks are converted into heterocyclic 5-azaspiro[2.4]heptanes, 5-azaspiro-[2.5]octanes, and 5-azaspiro[2.6]nonanes by means of selective ring-closing metathesis, epoxide opening, or reductive amination. The resulting functionalized pyrrolidines, piperidines, and azepines are scaffolds of considerable relevance for chemistry-driven drug discovery.
%N 17
%P 3009 - 3012
%V 6
%D 2004
%R 10.1021/ol0487783
%L pittir20420