1552271-22-3

Upstream product

• 100-59-4 phenylmagnesium chloride 
• 1239695-59-0 (2S,5R)-tert-butyl 2-(hydroxydiphenylmethyl)-5-phenylpyrrolidine-1-carboxylate 
• 1552271-73-4 (2S,5R)-ethyl 2-(hydroxydiphenylmethyl)-5-phenylpyrrolidine-1-carboxylate 
• 734533-42-7 (2S,5R)-1-ethyl 2-methyl 5-phenylpyrrolidine-1,2-dicarboxylate 
• 734533-49-4 (S)-methyl 2-(ethoxycarbonyl)amino-5-oxo-5-phenylpentanoate 

Downstream Products

• 1552271-75-6 ((2S,2'S,5R,5’R)-1,1'-((2-hydroxy-5-methyl-1,3-phenylene)-bis-(methylene))-bis-(5-phenylpyrrolidine-2,1-diyl))-bis-(diphenyl-methanol) 
• 1239695-49-8 [(2S,5R)-1-methyl-5-phenylpyrrolidin-2-yl]diphenylmethanol 

Relevant academic research and scientific papers

Enantioselective addition of diethylzinc to aldehydes catalyzed by 5-cis-substituted proline derivatives

5-Cis-substituted prolinols, prolinamines, and prolinamine sulfonamides proved to be efficient ligands for the enantioselective addition of diethylzinc to aldehydes, providing up to 99% ee. The sense of asymmetric induction can be controlled by the nature

Development of ProPhenol ligands for the diastereo- and enantioselective synthesis of β-hydroxy-α-amino esters

A zinc-ProPhenol-catalyzed direct asymmetric aldol reaction between glycine Schiff bases and aldehydes is reported. The design and synthesis of new ProPhenol ligands bearing 2,5-trans-disubstituted pyrrolidines was essential for the success of this process. The transformation operates at room temperature and affords syn β-hydroxy-α-amino esters in high yields with good to excellent levels of diastereo- and enantioselectivity.