Chiral Organophosphorus Compounds in Asymmetric Synthesis

Hydrosilylation of Carbonyl Compounds Catalyzed by Iridium(I) Complexes with (−)‐Menthol‐Based Phosphorus(III) Ligands

“…Among numerous examples of phosphorous-based ligands, especially attractive are ligands with naturally occurring moieties due to their abundance in biomass, providing lower synthesis costs, high activity, and a wide range of chiral substances of natural origin, such as menthol. [50] (À )-Menthol, monoterpenoid, occurring in various mint family plants, is a non-expensive building block in the synthesis of ligands, applied in a variety of catalytic reactions e. g., hydroformylation, [51] hydroarylation, [52] Buchwald-Hartwig amination, [53] and Suzuki-Miyaura coupling. [53] Based on our experience in the field of catalytic hydrometallation processes, [54][55][56][57][58][59][60][61][62][63][64] we sought a new and efficient catalytic system composed of an iridium metal center and menthol-based ligands in the hydrosilylation of carbonyl compounds which would greatly expand the current state of knowledge in the iridium-catalyzed hydrosilylation of carbonyl compounds (Scheme 1).…”

P(III)-Chirogenic Phosphinite Building Blocks by Stereospecific N→O Phosphinyl Migration

“…Today, the preparation of enantiomerically pure P-chirogenic phosphorus compounds is achieved either by chemical resolution, deracemization, or asymmetric synthesis, using alcohols, diols, binaphthols, amines, amino alcohols, etc. as chiral auxiliaries, or still by catalyzed processes using transition metal complexes. , In this field, the expected progress in synthesis concerns the simplicity of the methods and the availability of reagents, the stereoselectivity, the general scope, the efficiency, as well as the tolerance of substituents. Up to now, the most efficient P-chirogenic building blocks used in stereoselective synthesis of phosphorus compounds have been menthyl phosphinates 1 , sec -phosphine-oxides 2 , sec -phosphine-boranes 3 , and phosphinous-borane derivatives 4 , respectively (Figure ).…”

“…Up to now, the most efficient P-chirogenic building blocks used in stereoselective synthesis of phosphorus compounds have been menthyl phosphinates 1 , sec -phosphine-oxides 2 , sec -phosphine-boranes 3 , and phosphinous-borane derivatives 4 , respectively (Figure ). − …”