889651-14-3

Upstream product

• 501-53-1 benzyl chloroformate 
• 32161-30-1 (S)-3,4-dimethoxyphenylalanine 
• 123-75-1 pyrrolidine 
• 73404-23-6 N-benzyloxycarbonyl-3,4-dimethoxy-L-phenylalanine 

Downstream Products

• 889651-15-4 (S)-2-Amino-3-(3,4-dimethoxy-phenyl)-1-pyrrolidin-1-yl-propan-1-one 

Relevant 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

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.