212890-90-9

Upstream product

• 212890-88-5 (S)-(+)-1-aza-3,3-bisbenzyl-8,8-dimethyl-7-oxabicyclo[3.3.0]octan-2-one 
• 99208-71-6 (5S)-1-aza-2,2-dimethyl-3-oxa-8-oxo-bicyclo[3.3.0]octane 
• 100-39-0 benzyl bromide 
• 212890-89-6 (S)-(+)-3,3-bisbenzyl-5-(hydroxymethyl)pyrrolidin-2-one 

Downstream Products

• 212890-91-0 (S)-(-)-tert-butyl 4,4-bisbenzyl-2-(hydroxymethyl)pyrrolidinecarboxylate 
• 212890-93-2 (S)-(-)-tert-butyl 4,4-bisbenzyl-2-[(diphenylphosphino)methyl]pyrrolidinecarboxylate 
• 212890-82-9 (S)-(-)-1-[4,4-bisbenzyl-2-((diphenylphosphino)methyl)pyrrolidinyl]-2,2-dimethylpropan-1-one 
• 950172-24-4 (S)-(+)-(N-benzyloxycarbonyl)-(4,4-dibenzylpyrrolidin-2-yl)methan-1-ol 

Relevant academic research and scientific papers

4,4′-Disubstituted L-prolines as highly enantioselective catalysts for direct aldol reactions

A new series of 4,4′-disubstituted prolines (1a-h) has been developed and tested as organocatalysts in the direct catalytic asymmetric aldol reaction of several aliphatic ketones with aldehydes. Catalyst 1g affords the best enantioselectivities for this transformation. The reaction was carried out in DMF using a catalyst loading of 10 mol% at -10°C to give the aldol products in up to 97% ee for acetone. In the cases of cyclohexanone and cyclopentanone, the corresponding anti-products were obtained in 94% ee.

An external chiral amidophosphine ligand for asymmetric conjugate addition of organocopper

Two types of external, chiral amidophosphine ligands, 1-5, were prepared. Examination of their behavior in an asymmetric conjugate addition reaction of organocuprate revealed the possibility for steric tuning to realize high selectivity.