Enantioselective Organocatalyzed Michael Additions of Nitroalkanes to 4-Arylidenedihydrofuran-2,3-diones and 4-Arylidenepyrrolidine-2,3-diones

Mouhamadou Fofana (1, 2) , Yohan Dudognon (1) , Laura Bertrand (1) , Thierry Constantieux (1) , Jean Rodriguez (1) , Ibrahima Ndiaye (2) , Damien Bonne (1) , Xavier Bugaut (1)

1 ISM2 - Institut des Sciences Moléculaires de Marseille
2 UCAD - Université Cheikh Anta Diop de Dakar [Sénégal]

Despite tremendous efforts towards the development of organocatalytic enantioselective Michael additions of nitroalkanes to α,β‐unsaturated carbonyl compounds, highly substituted electrophiles remain challenging. β‐Arylidene‐α‐ketolactones and α‐ketolactams are used as highly electrophilic Michael acceptors that afford the corresponding products in moderate to good yields, with high enantioselectivities.

Mots clés: Enantioselectivity; Lactams; Lactones Michael addition; Organocatalysis

Domaines: Chimie organique; Catalyse

Mouhamadou Fofana, Yohan Dudognon, Laura Bertrand, Thierry Constantieux, Jean Rodriguez, et al.. Enantioselective Organocatalyzed Michael Additions of Nitroalkanes to 4-Arylidenedihydrofuran-2,3-diones and 4-Arylidenepyrrolidine-2,3-diones. European Journal of Organic Chemistry, 2020, 2020 (23), pp.3486 - 3490. ⟨10.1002/ejoc.202000460⟩. ⟨hal-03163964⟩