110450-57-2

Upstream product

• 33996-30-4 trans-4-hydroxy-L-proline ethyl ester hydrochloride 
• 110005-18-0 (2S-trans)-4-hydroxy-1-(methylsulfonyl)-2-pyrrolidinecarboxylic acid ethyl ester 
• 110005-19-1 (2S-trans)-4-hydroxy-1-(methylsulfonyl)-2-pyrrolidinemethanol 
• 98-59-9 p-toluenesulfonyl chloride 

Downstream Products

• 110450-58-3 (2S-trans)-1-(methylsulfonyl)-4-<(tetrahydro-2H-pyran-2-yl)oxy>-2-pyrrolidinemethanol 4-methylbenzenesulfonate 
• 110450-56-1 (2S-cis)-2-<(dicyclohexylphosphino)-methyl>-4-(diphenylphosphino)-1-pyrrolidinecarboxylic acid 1,1-dimethylethyl ester 
• 110450-63-0 (2S,4S)-2-[(Dicyclohexylphosphanyl)-methyl]-4-diphenylphosphanyl-pyrrolidine 
• 110450-59-4 <2S-trans>-2-<(diphenylphosphino)methyl>-1-(methylsulfonyl)-4-<(tetrahydro-2H-pyran-2-yl)oxy>pyrrolidine 

Relevant academic research and scientific papers

Preparations of chiral pyrrolidinebisphosphines bearing two different types of phosphino groups and their use in efficient catalytic asymmetric hydrogenation

Chiral pyrrolidinebisphosphine ligands, (2S-cis)-BCPM and (2S-cis)-BCPP, bearing two different types of phosphino groups, a dicyclohexylphosphino group and a diphenylphosphino group, were designed and prepared on the basis of our design concept for developing highly efficient ligands. The validity of the concept was confirmed experimentally in the asymmetric hydrogenation of ketopantolactone using neutral rhodium(I) complexes of BCPM. BCPP, BPPM, and BCCP. The rhodium(I) complex of (2S-cis)-BCPM was found to be the most effective catalyst (substrate/catalyst >ca. 104, >90% ee (R)).

Synthesis of a New Chiral Pyrrolidine Ligand Bearing Two Different Types of Phosphino Groups and Their Effects on the Asymmetric Hydrogenation of Ketopantalolactone

The respective fuctions of the two phosphino groups of the pyrrolidinebisphosphine ligands in the asymmetric hydrogenation of ketopantalolactone were elucidated.