1222470-40-7Relevant academic research and scientific papers
Catalytic enantioselective Dieckmann-type annulation: Synthesis of pyrrolidines with quaternary stereogenic centers
Hargrave, Jonathan D.,Allen, Joseph C.,Kociok-Koehn, Gabriele,Bish, Gerwyn,Frost, Christopher G.
supporting information; experimental part, p. 1825 - 1829 (2010/06/16)
A new trick for an old dog: A Dieckmanntype cycllzation was used to synthesize the title compounds with up to 96% ee (see scheme; Bn = benzyl). The presence of a β coordinating functionality in the substrate Induces a competition between cycllzation and elimination pathways that Is influenced by the nature of the chiral llgand. A mechanistic rationale Is proposed to account for these observations.
