369366-47-2

Upstream product

• 6591-61-3 (S)-Phenylglycine methyl ester 
• 13726-69-7 (2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid 
• 15028-39-4 L-2-phenylglycine methyl ester hydrochloride 

Downstream Products

• 251939-58-9 (2S,4R)-N-tert-butyloxycarbonyl-2-[[N-[hydroxymethyl-((S)-phenyl)methyl]amino]carbonyl]-4-hydroxyl-pyrrolidine 
• 251939-61-4 (2S,4'S,4R)-N-tert-butyloxycarbonyl-2-(4,5-dihydro-4-phenyl-1,3-oxazole-2-yl)-4-(methylsulfonyl)oxyl-pyrrolidine 
• 251939-67-0 (2S,4S)-4-Diphenylphosphanyl-2-((S)-4-phenyl-4,5-dihydro-oxazol-2-yl)-pyrrolidine-1-carboxylic acid tert-butyl ester 
• 251939-64-7 (2S,4'S,4S)-N-tert-butyloxycarbonyl-2-(4,5-dihydro-4-phenyl-1,3-oxazole-2-yl)-4-diphenylphosphinothioyl-pyrrolidine 
• 1384246-35-8 C₂₃H₂₈N₄O₆ 

Relevant academic research and scientific papers

Self-assembled multi-component catenanes: Structural insights into an adaptable class of molecular receptors and [2]-catenanes

Under acidic conditions (50 equiv of TFA), combinations of hydrazide A-B monomers self-assemble into octameric [2]-catenanes with high selectivity for [132]2, where 1 is a d-Pro-X (X = Aib, Ac4c, Ac6c, l-4-Cl-Ph

Proline-based P, N ligands in asymmetric allylation and the heck reaction

A series of phosphine-oxazoline ligands based on proline are reported. These ligands are synthesized from commercially available trans-4-hydroxy-L-proline in four steps. The ability of this type of ligand to catalyze allylic alkylation in an asymmetric fashion as well as the asymmetric Heck reaction is reported. The best of these ligands gave a palladium complex, which catalyzed the addition of dimethylmalonate to cyclopentenyl acetate in excellent yield and up to 96% ee. This same system catalyzed the Heck reaction between dihydrofuran and cyclohexene in up to 86% ee. These ligands appear to differ from the traditional phosphine-oxazoline ligands in that the stereochemistry of the stereogenic carbon next to the oxazoline is not necessarily the dominant chiral center in the induction of selectivity.

Proline-based P,N ligands in palladium-catalyzed asymmetric π-allyl additions

Excellent yields and at least 95 % ee can be achieved for the addition of dimethyl malonate to cycloalkenyl acetates by using a palladium complex of the new phosphanyldihydrooxazole ligand L as a catalyst (see scheme). The ligand L can be synthesized from