Advances in N‐Heterocyclic Carbene Catalysis for Natural Product Synthesis

Abstract

N-heterocyclic carbenes (NHCs) efficiently catalyze new bond formations with high regio-and stereoselectivity through umpolung and non-umpolung processes. These processes typically involve four species: Breslow intermediates, homoenolates, enolates, and α,-unsaturated acyl azoliums. Or-[a] Dr.

Recent Applications of Asymmetric Organocatalytic Methods in Total Synthesis

“…In addition, besides aldehydes and ketones, N ‐heterocyclic carbene catalysts can also activate unactivated esters, which cannot be activated by the amine catalysts [25] . In this section, we will discuss the application these catalysts in the total synthesis of natural products [20] …”

“…[25] In this section, we will discuss the application these catalysts in the total synthesis of natural products. [20] In 2020, Gao and co-workers reported a convergent approach for the total synthesis of farnesin (514, Scheme 54). [101] One of the key intermediates of this synthesis, intermediate 506, was obtained from an NHC-catalyzed reac-tion.…”

“…This fast developing field has been constantly reviewed and several review articles have appeared recently to cover the applications of specific types of organocatalysts in the total synthesis of natural products or the total synthesis of specific classes of natural products using organocatalysts [9–20] . Nonetheless, an overview of these developments is still lacking.…”

“…This fast developing field has been constantly reviewed and several review articles have appeared recently to cover the applications of specific types of organocatalysts in the total synthesis of natural products or the total synthesis of specific classes of natural products using organocatalysts. [9][10][11][12][13][14][15][16][17][18][19][20] Nonetheless, an overview of these developments is still lacking. This current short review focuses on selected recent examples of total synthesis of natural products and related compounds enabled by all types of known organocatalysts.…”

Synthesis of the Hexahydropyrrolo-[3,2-c]-quinoline Core Structure and Strategies for Further Elaboration to Martinelline, Martinellic Acid, Incargranine B, and Seneciobipyrrolidine

“…Natural products have been and continue to be an immense source of inspiration for organic chemists looking for challenging synthetic targets to test new synthetic strategies and methodologies [ 1 , 2 , 3 , 4 , 5 , 6 , 7 , 8 , 9 ]. In addition, natural products are good sources for discovery of novel scaffolds, which is important inspiration for new structural motifs in medicinal chemistry and eventually for drug discovery [ 10 , 11 , 12 ].…”