Synthesis of cinchona alkaloid sulfonamide polymers as sustainable catalysts for the enantioselective desymmetrization of cyclic anhydrides

Abstract

Mizoroki–Heck polymerization of cinchona sulfonamide gave chiral polymers, which are active catalysts for enantioselective desymmetrization of cyclic anhydrides to give chiral hemiesters in high yield with high enantioselectivities.

Chiral catalysts immobilized on achiral polymers: effect of the polymer support on the performance of the catalyst

“…The great modularity of the approach has also allowed extending this methodology to other types of organocatalysts opening avenues to a wide range of asymmetric transformations. 371,372 For instance, main chain polymers 290-291 derived from chiral imidazolidinone have been reported as efficient organocatalysts for the Diels-Alder reaction (Fig. 72).…”

Ion-Pair Selective Conformational Rearrangement of Sulfonamide Calix[6]arene-Based Pseudorotaxanes

“…Finally, the synthetic robustness and versatility of this platform of calix[6]arenes will push more efforts toward the synthesis of more complex architectures, i.e., supramolecular cages, 15 and the eventual application of these systems as Brønsted acid catalysts. 16 …”

Synthesis of Chiral Polyamides Containing an (R,R)‐1,2‐Diphenylethylenediamine Monosulfonamide Structure and Their Application to Asymmetric Transfer Hydrogenation Catalysis

“…More precise control of the microenvironment might be possible with chiral polymers containing chiral catalyst sites in their main‐chain structure instead of side‐chain immobilization. Recently, some main‐chain chiral polymers were synthesized and used as polymeric chiral ligands and catalysts …”