1608091-97-9

Upstream product

• 628292-12-6 (2S)-1-triphenylmethyl-2-pyrrolidinemethanal 
• 628292-19-3 (αR,2S)-α-phenyl-1-triphenylmethyl-2-pyrrolidinemethanol 
• 1608091-96-8 (S)-2-((S)-azido(phenyl)methyl)-1-tritylpyrrolidine 
• 179918-60-6 (2S)-1-triphenylmethyl-2-pyrrolidinemethanol 

Downstream Products

• 1608091-99-1 (S)-2-((S)-azido(phenyl)methyl)-1-methylpyrrolidine 
• 1448991-03-4 (S)-[(S)-1-benzylpyrrolidin-2-yl](phenyl)methanamine 
• 850265-25-7 [(S)-[(2S)-(1-methyl-2-pyrrolidinyl)]phenylmethyl]amine 
• 1608091-92-4 1-(3,5-bis(trifluoromethyl)phenyl)-3-((S)-((S)-1-ethylpyrrolidin-2-yl)(phenyl)methyl)thiourea 
• 1608091-93-5 1-((S)-((S)-1-benzylpyrrolidin-2-yl)(phenyl)methyl)-3-(3,5-bis(trifluoromethyl)phenyl)thiourea 
• 1608091-94-6 1-(3,5-bis(trifluoromethyl)phenyl)-3-((S)-((S)-1-methylpyrrolidin-2-yl)(phenyl)methyl)thiourea 
• 1608091-98-0 (S)-2-((S)-azido(phenyl)methyl)-1-ethylpyrrolidine 
• 1448991-00-1 (S)-2-[(S)-azido(phenyl)methyl]-1-benzylpyrrolidine 

Relevant academic research and scientific papers

Role of Configuration at C6 in Catalytic Activity of l-Proline-Derived Bifunctional Organocatalysts

l-Proline-derived chiral bifunctional (thio)urea organocatalysts epi-PTU and epi-PU were newly synthesized, and their catalytic performances were compared with their C6 epimeric catalysts PTU and PU in various Michael reactions of nitrostyrene in terms of reactivities and stereoselectivities. The experimental results indicate that a proper relative stereochemistry at C2 and C6 in l-proline-derived bifunctional organocatalysts is important for successful catalysis and that catalysts (PTU and PU) with the 2S,6R configuration are much more efficient.

New class of bifunctional thioureas from l-proline: Highly enantioselective Michael addition of 1,3-dicarbonyls to nitroolefins

A new class of bifunctional tertiary amine thiourea was synthesized from l-proline. The reported thiourea is amenable to steric and electronic modifications at the stereogenic center bearing a thiourea moiety. Excellent enantioselectivity was obtained in the Michael addition of 2,4-pentanedione to various nitro olefins using the new organocatalyst. The construction of contiguous stereocenters via the Michael reaction of substituted 1,3-dicarbonyls to nitro olefins was also carried out with very good yield, enantioselectivity, and diastereoselectivity.