Highly efficient chiral polydentate sulfinyl ligands/catalysts containing prolinol moiety

Chiral Organosulfur Ligands/Catalysts with a Stereogenic Sulfur Atom: Applications in Asymmetric Synthesis

“…Nevertheless, these ligands proved to be almost equally efficient as catalysts for the reactions investigated. The absolute configuration of the proline moiety exerted a decisive impact on the stereochemistry of these reactions, hence determining the absolute configuration of the products formed …”

“…The absolute configuration of the proline moiety exerted a decisive impact on the stereochemistry of these reactions, hence determining the absolute configuration of the products formed. 66 2.9.6. Asymmetric Aromatic C−H Coupling.…”

Recent advances and prospects in the Zn-catalysed Mannich reaction

“…Chrzanowski and co-workers developed a protocol in which enantiopure heteroatom-containing chiral ligands were used in the formation of asymmetric C–C bonds. 63 Here, they chose 1-hydroxypropan-2-one, 4-nitrobenzaldehyde and 4-methoxyaniline as the substrates under optimized reaction conditions of 15 mol% Zn(OTf) 2 , L1, L2, L3 and L4 as the ligands, acetic acid, and DMO in the presence of ultrasound to afford excellent yields of the products ( Scheme 35 ).…”

“…Chrzanowski and co-workers developed a protocol in which enantiopure heteroatom-containing chiral ligands were used in the formation of asymmetric C-C bonds. 63 with ZnCl 2 in different molar ratios (1 : 1 and 2 : 1) at 60 C for 2 h followed by an acid-catalysed multicomponent Mannichtype reaction between acetophenone, aromatic aldehydes and substituted anilines in ethanol at room temperature to produce b-amino carbonyl compounds (Scheme 36). 64 The Presset research group developed a new method for the synthesis of indolines by a Zn-mediated Mannich reaction.…”