Abstract
The synthesis of several novel chiral phosphoramidite ligands (L1–L8) with C2 symmetric, pseudo C2 symmetric secondary amines and chiral Brønsted acids 1a,b has been achieved. These chiral auxiliaries were obtained from commercially available d-mannitol, and secondary amines in moderate to excellent yields. Excellent diastereoselectivites of ten chiral auxiliaries were obtained. The chiral phosphoramidite ligands and chiral Brønsted acids were fully characterized by spectroscopic methods.
Highlights
Asymmetric catalysis is one of the most cost-effective and environmentally friendly methods for the production of a large variety of enantiomerically enriched molecules [1,2]
Phosphoramidites are a versatile ligand class, which can serve as two, four, six- or eight-electron donors [14]
Privileged monodentate ligands are often based on chiral BINOL or TADDOL backbones
Summary
Asymmetric catalysis is one of the most cost-effective and environmentally friendly methods for the production of a large variety of enantiomerically enriched molecules [1,2]. An important area of research in asymmetric catalysis involves designing enantiopure ligands and transition metal catalysts which can lead to an efficient and selective transformation. Phosphoramidites (Figure 1) have recently attracted considerable interest as ligands in transition-metal catalyzed organic transformations [3,4,5,6,7,8,9,10,11,12,13]. Phosphoramidites are a versatile ligand class, which can serve as two-, four-, six- or eight-electron donors [14]. Privileged monodentate ligands are often based on chiral BINOL or TADDOL backbones.
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