Chemo-enzymatic cascade processes are invaluable due to their ability to rapidly construct high-value products from available feedstock chemicals in a one-pot relay manner. In an article, author is Li, Yan-Bo, once mentioned the application of 10482-56-1, Name is (S)-(-)-Terpineol, molecular formula is C10H18O, molecular weight is 154.2493, MDL number is MFCD00075926, category is chiral-catalyst. Now introduce a scientific discovery about this category, Application In Synthesis of (S)-(-)-Terpineol.
A catalytic asymmetric conjugate hydrophosphination of alpha,beta-unsaturated amides is accomplished by virtue of the strong nucleophilicity of copper(I)-PPh2 species, which provides an array of chiral phosphines bearing an amide moiety in high to excellent yields with excellent enantioselectivity. Furthermore, the dynamic kinetic resolution of unsymmetrical diarylphosphines ((HPArAr2)-Ar-1) is successfully carried out through the copper(I)-catalyzed conjugate addition to alpha,beta-unsaturated amides, which affords P-chiral phosphines with good-to-high diastereoselectivity and high enantioselectivity. H-1 NMR studies show that the precoordination of HPPh2 to copper(I)-bisphosphine complex is critical for the efficient deprotonation by Barton’s Base. Moreover, the relative stability of the copper(I)-(R,R-P)-TANIAPHOS complex in the presence of excessive HPPh2, confirmed by P-31 NMR studies, is pivotal for the high asymmetric induction, as the ligand exchange between bisphosphine and HPPh2 would significantly reduce the enantioselectivity. At last, a double catalytic asymmetric conjugate hydrophosphination furnishes the corresponding product in high yield with high diastereoselectivity and excellent enantioselectivity, which is transformed to a chiral pincer palladium complex in moderate yield. This chiral palladium complex is demonstrated as an excellent catalyst in the asymmetric conjugate hydrophosphination of chalcone.
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Reference:
Chiral Catalysts,
,Chiral catalysts – SlideShare