889651-10-9Relevant academic research and scientific papers
Design of a small-molecule catalyst using intramolecular cation-π interactions for enantioselective Diels-Alder and Mukaiyama-Michael reactions: L-DOPA-derived monopeptide·Cu(II) complex
Ishihara, Kazuaki,Fushimi, Makoto
, p. 1921 - 1924 (2007/10/03)
We have designed a small-molecule artificial metalloenzyme that is prepared in situ from Cu(OTf)2 or Cu(NTf2)2 (1.0 equiv) and L-DOPA-derived monopeptide (1.1 equiv). This catalyst (2-10 mol %) is highly effective for the enantioselective Diels-Alder (DA) and Mukaiyama-Michael (MM) reactions with α,β-unsaturated 1-acyl-3,5-dimethylpyrazoles. The present results demonstrate that cation-π interactions may be available for controlling the conformation of sidearms of chiral ligands, and monopeptides are readily tunable ligands that include only one chiral center.
