Assembling Chiral Center of Heterocycles by Palladium-Catalyzed Asymmetric Hydrocarbonylation

Abstract

The strategy of embedding coordinative functional group into the starting material is frequently employed to enhance reactivity and enantioselectivity in various asymmetric catalytic reactions other than enantioselective hydrocarbonylation. Recent progress in palladium-catalyzed asymmetric hydrocarbonylation with this strategy for the synthesis of chiral heterocycles was highlighted. The merits of the innate coordinative functional group not only enhance the reactivity and boost the multiple selectivity, but also facilitates the synthesis of chiral heterocycles.

Pd-Catalyzed Enantioselective Hydroamidocarbonylation of α-Substituted Acrylamides to Chiral Succinimides

“…As a highly atom-economic reaction, Pd-catalyzed enantioselective hydrocarbonylation of alkenes with CO and nucleophiles possesses the capability of simultaneously introducing one carbonyl group and assembling one stereogenic center in a single step . When the double C–C bond and the nucleophile are integrated into one molecule, such intramolecular hydrocarbonylation would provide a direct and efficient alternative to prepare chiral heterocycle derivatives containing carboxylic units . Recently, the carbonyl substituents in alkene substrates were utilized to improve the activity and enantioselectivity of Pd-catalyzed asymmetric hydrocarbonylations .…”