Highly efficient organocatalysts for the asymmetric aldol reaction

Abstract

A new class of bifunctional organocatalysts containing both thiazolidine/pyrrolidine and imidazole cycles was prepared via a readily available synthetic route.

Organocatalytic Synthesis and DNA Interactive Studies of New 1,2,3‐triazolyl‐thiazolidines Hybrids

“…[18] Figure 1 illustrates some of these compounds with the thiazolidine unit highlighted. Furthermore, thiazolidinic derivatives have been successfully applied in organocatalytic asymmetric direct aldol addition [19][20][21] and as chiral ionic liquids to produce chiral secondary alcohols with excellent enantiomeric excesses. [22] In parallel with the interest in thiazolidines, the study of 1,2,3-triazoles has also gained prominence for similar reasons: their diverse applications, both in pharmacology [23][24][25] and materials science.…”

Recent Advances in Organocatalytic Asymmetric Michael Addition Reactions to α, β‐Unsaturated Nitroolefins

“…Decades-long, asymmetric organocatalytic transformations have witnessed historic advancements to attain enantiomerenriched products without purification of the intermediates and protection or deprotection manipulation. [1][2][3][4][5][6][7][8][9][10][11] Along with, the organocatalysis [12][13][14] has prodigiously modified the outline of many asymmetric reactions such as Diels-Alder reaction, [15] aldol reaction, [16][17] Mannich reaction, [18] Michael addition reactions, [19] hetero-Michael addition reactions, [20] Shi Epoxidation [21] and organocatalytic transfer hydrogenation. [22] Among all these above organocatalytic reactions, Michael addition reactions are quite significant in the field of modern organic synthesis since these reactions produce the key precursors of natural products by constructing carbon-carbon and carbon-heteroatom bonds.…”

Recyclable Organocatalysts in Asymmetric Synthesis

“…A great interest has been arised to enhance these precious chiral structures to achieve remarkable results in asymmetric synthesis. [1][2][3][4][5] Countless studies have been done in many different types of reactions such as Michael, [5][6][7][8][9] aldol, [10][11][12][13][14][15][16] Diels-Alder, [17][18][19][20][21] Henry, [22][23][24][25][26][27] aza-Henry, [28][29][30][31][32][33] Friedel-Crafts, [34][35][36][37][38] Povarov, [39][40][41][42] decarboxylative Doebner-Knoevenagel [43,44] reactions and many others. Although asymmetric organocatalysis can be considered as the most successful and easy way to synthesize enantioenriched compounds, [45] one of the most debated drawbacks is the possibility of agglomeration and aggregation due to high catalyst loading in the reactions.…”