Immobilized Chiral Organocatalysts

Bifunctional Iminophosphorane Superbase Catalysis: Applications in Organic Synthesis

“…The capabilities of the PS catalyst were further demonstrated in the enantioselective Michael addition of α-substituted malonates and β-keto amides to nitro-styrene with up to 98:2 er and 96:4 er and 96:4 dr, respectively. To the best of our knowledge the BIMP catalyst system remains the only class of solid-supported superbasic catalysts to be employed in multiple types of enantioselective reactions. , …”

“…To the best of our knowledge the BIMP catalyst system remains the only class of solid-supported superbasic catalysts to be employed in multiple types of enantioselective reactions. 37,38 Direct catalytic enantioselective aldol reactions are among the most powerful transformations in organic synthesis allowing access to fundamental chiral synthetic intermediates with perfect atom economy without the need for preformation of a stoichiometric metal enolate or enamine intermediate. While aliphatic ketones have found widespread use as donors in the aldol manifold utilizing primary or secondary chiral amine catalysts, aryl ketones remain largely inaccessible due to reluctant enamine formation.…”

Primary amines as heterogeneous catalysts in an enantioselective [2,3]-Wittig rearrangement reaction

“…Many examples are available for the successful use of both soluble and insoluble polymer-supported iminium-activation-based catalysts, especially prolines, imidazolidinones and their derivatives in different types of catalytic reactions. 12 , 13 , 14 , 15 , 16 However, the incorporation of chiral primary amines onto solid supports and their implementation as asymmetric catalysts are rather limited. 17 , 18 , 19 , 20 In addition, challenges associated with the reusability of the polymer-supported primary aminocatalysts sometimes arise, thereby narrowing their merits and application possibilities.…”