The application of desymmetric enantioselective reduction of cyclic 1,3-dicarbonyl compounds in the total synthesis of terpenoid and alkaloid natural products

• Dong-Xing Tan and
• Fu-She Han

Beilstein J. Org. Chem. 2025, 21, 2085–2102, doi:10.3762/bjoc.21.164

• enantioselective reduction of some complex substrates, as well as suppressing the double reduction by-products and developing new types of catalysts. Moreover, the application of desymmetric enantioselective reduction of chain dicarbonyl compounds in natural products synthesis remains largely undeveloped although

Diastereoselective functionalisation of benzo-annulated bicyclic sultams: Application for the synthesis of cis-2,4-diarylpyrrolidines

• Susan Kelleher,
• Pierre-Yves Quesne and
• Paul Evans

Beilstein J. Org. Chem. 2009, 5, No. 69, doi:10.3762/bjoc.5.69

• place to afford cis-2,4-diaryl-substituted pyrrolidines 35–37. Keywords: cyclic sulfonamides; diastereoselective alkene functionalisation; double reduction; Pd-mediated cross coupling; Introduction Substituted pyrrolidine ring systems represent a common structural motif in a range of biologically

• active compounds, including pharmaceutical agents and natural products. In relation to these general targets, we have recently developed a method that enables the construction of aryl-substituted pyrrolidines, featuring the double reduction of cyclic aromatic sulfonamides [1][2][3][4]. As illustrated in

• structure was implicated in the lack of epoxide reactivity, double reduction of 7a was then considered. It was hoped that following N–S bond cleavage, the now electron rich amino species would form an imine 9 that would then undergo further reduction to afford 11. However, in the event the only isolable