An organocatalytic access to spiro[4.5]decanes and spiro[4.6]undecanes containing aminolactones and 3-aminopyrrolidines

M. Cormier , A. Chardon (1) , J. Blanchet (1) , J. Rouden (1) , Jacques Maddaluno (2) , Michaël de Paolis (2)

1 LCMT - Laboratoire de chimie moléculaire et thioorganique
2 COBRA - Chimie Organique et Bioorganique : Réactivité et Analyse

The organocatalyzed Mannich coupling of cyclic carboxaldehydes allowed the concise and simple preparation of spirocyclic aminolactones. Their conversion into pharmaceutically relevant spiro[4.5]cyclic and spiro[4.6]cyclic 3-aminopyrrolidines is also described.

Domains: Chemical Sciences

M. Cormier, A. Chardon, J. Blanchet, J. Rouden, Jacques Maddaluno, et al.. An organocatalytic access to spiro[4.5]decanes and spiro[4.6]undecanes containing aminolactones and 3-aminopyrrolidines. Synthesis: Journal of Synthetic Organic Chemistry, 2015, 47 (17), pp.2549-2553. ⟨10.1055/s-0034-1380146⟩. ⟨hal-01848013⟩