New phosphine–imine ligands derived from d-gluco- and d-galactosamine in Pd-catalysed asymmetric allylic alkylation

Aziridine Ring Opening as Regio- and Stereoselective Access to C-Glycosyl-Aminoethyl Sulfide Derivatives

“…Chiral aziridines are useful intermediates in the synthesis of biologically significant compounds due to their ability to undergo nucleophilic ring opening reactions [ 33 , 34 , 35 , 36 , 37 , 38 , 39 , 40 , 41 , 42 , 43 , 44 , 45 , 46 , 47 , 48 , 49 , 50 ]. Considering our previous results on carbohydrate chemistry [ 51 , 52 , 53 , 54 , 55 , 56 , 57 , 58 ] and based on our experience in synthesis and catalytic activity in the asymmetric synthesis of chiral aziridines [ 59 , 60 , 61 , 62 , 63 , 64 , 65 ], we decided to couple aziridines to glycals with D-gluco and D-galacto configurations via C -glycosidic bonding, with the final formation of C -glycosyl-aminoethyl sulfide derivatives.…”

Enantioselective synthesis of planar-chiral 1,11-dioxa[11]paracyclophane-derived phosphoramidites and their use as chiral ligands

“…9e Different classes of chiral phosphorus ligands were explored, which play excellent roles in achieving high degree of enantioselectivity in asymmetric synthesis. [10][11][12] In this regard, we drew our attention towards the asymmetric synthesis of phosphoramidite ligands due to their easy accessibility, high stability and rapid fine tuning of properties with the variation of substituents at the nitrogen atom. 13 A variety of asymmetric reactions had been studied with these ligands and reported with significant results, including Rh-and Cu-catalyzed conjugate additions, 14a,b Pdcatalyzed allylic alkylation, 14c hydrogenation, 14d hydroformylation, 14e Heck reaction, 14f etc.…”