Regio- and Enantioselective α,γ-Dialkylation of α,β-Unsaturated Aldehydes Through Cascade Organocatalysis

Kutwal, Mahesh S.Mahesh S.KutwalPadmaja, Venkata M.D.Venkata M.D.PadmajaAppayee, ChandrakumarChandrakumarAppayee2025-08-312025-08-312020-05-1410.1002/ejoc.2020002452-s2.0-85083657808http://repository.iitgn.ac.in/handle/IITG2025/24153The first regio- and enantioselective organocatalytic cascade α,γ-dialkylation of α,β-unsaturated aldehydes is achieved. Substrates scope is demonstrated with a variety of α,β-unsaturated aldehydes and alkylating agents. The absolute configuration of the α,γ-dialkylated product is confirmed using single-crystal X-ray analysis of its carbamate derivative. The practicality of this methodology is showcased by the gram-scale synthesis. Further application of this methodology for the regio- and enantioselective α,γ-difunctionalization of α,β-unsaturated aldehydes using other electrophiles are currently underway in our laboratory.falseAmine catalysis | Cascade reaction | Dialkylation | Enantioselectivity | RegioselectivityRegio- and Enantioselective α,γ-Dialkylation of α,β-Unsaturated Aldehydes Through Cascade OrganocatalysisArticle109906902720-272414 May 202043WOS:000527027200001