115288-06-7

Upstream product

• 115261-98-8 (4S,5R)-5-(dicyclohexylphosphinyl)methyl-2,2-dimethyl-4-(methylsulfonyloxy)methyl-1,3-dioxolane 
• 65567-06-8 lithium diphenylphosphide 
• 829-85-6 diphenylphosphane 
• 78513-04-9 (4S,5S)-p-toluolsulfonsaeure<(5-benzyloxymethyl-5-hydroxymethyl-2,2-dimethyl-1,3-dioxolan-4-yl)methyl>ester 
• 115261-96-6 (4S,5R)-4-(benzyloxy)methyl-5-(diphenylphosphinyl)methyl-2,2-dimethyl-1,3-dioxolane 
• 115261-95-5 ((4R,5S)-5-Benzyloxymethyl-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl)-diphenyl-phosphane 
• 115261-97-7 (4S,5R)-5-(dicyclohexylphosphino)methyl-4-hydroxymethyl-2,2-dimethyl-1,3-dioxolane 
• 50622-09-8 2,3-O-isopropylidene-L-threitol 
• 78469-77-9 (4S,5S)-4-benzyloxymethyl-5-hydroxymethyl-2,2-dimethyl-1,3-dioxolane 

Downstream Products

• 115261-94-4 <(4R,5R)-2,2-dimethyl-1,3-dioxolan-4-ylmethyl(dicyclohexyl)-5-ylmethyl(diphenyl)>bisphosphine 

Relevant academic research and scientific papers

Synthesis of efficient chiral bisphosphine ligands, modified DIOPs, (4R,5R)-4-(Diaryl- or dialkylphosphino)methyl-5-(diarylphosphino)methyl-2,2- dimethyl-1,3-dioxolanes, and their use in rhodium(I)-catalyzed asymmetric hydrogenations

Modified DIOPs, (4R,5R)-4-(diaryl- or dialkyphosphino)methyl-5- (diarylphosphino)methyl-2,2-dimethyl-1,3-dioxolanes, were prepared on the basis of our design concept, and used as ligands for the rhodium(I)-catalyzed asymmetric hydrogenations of ketopantolactone, itaconic acid, dimethyl itaconate, and β-aryl-substituted itaconic acid derivatives. A neutral rhodium(I)-complex of (4R-trans)-dicyclohexyl[[5- [(diphenylphosphino)methyl]-2,2-dimethyl-1,3-dioxolan-4-yl]methyl]phosphine (DIOCP) bearing both a dicyclohexylphosphino group and a diphenylphosphino group was found to be a more efficient catalyst than the original DIOP in the asymmetric hydrogenation of ketopantolactone. Modified DIOPs bearing electron-donating groups at their para positions were efficient ligands for the rhodium(I)-catalyzed assymetric hydrogenations of itaconic acid and its derivatives; in particular, (4R-trans)-[(2,2-dimethyl-1,3-dioxolane-4,5- diyl)bis(methylene)]bis[bis(4'-methoxy-3',5'-dimethylphenyl)phosphine] (MOD- DIOP) bearing both a p-methoxy group and two m,m'-methyl groups on each phenyl group showed much higher enantioselectivity and catalytic activity than DIOP.

SYNTHESIS AND APPLICATION OF A NOVEL BISPHOSPHINE LIGAND, (-)-DIOCP, AS AN UNSYMMETRIZED DIOP TO PROVE THE GENERAL UTILITY OF NEW DESIGNING CONCEPT.

A new chiral bisphosphine-Rh complex (DIOCP-Rh) was found to show excellent catalytic activity and good enantioselectivity for the asymmetric hydrogenation of ketopantolactone proving the general utility of new designing concept.