|
|||||
|
|
Switchable Stereocontrolled Divergent Synthesis Induced by aza‐Michael Addition of Deactivated Primary Amines under Acid Catalysis |
|
| Authors: | Dr. Z. Amara Dr. E. Drège C. Troufflard Dr. P. Retailleau Dr. M.‐E. Tran Huu‐Dau Prof. Dr. D. Joseph |
| Affiliation: | 1. Université Paris‐Sud, UMR 8076 BioCIS, LabEx LERMIT, Equipe de Chimie des Substances naturelles 5, rue Jean‐Baptiste Clément, 92296 Chatenay‐Malabry (France);2. Université Paris‐Sud, UMR 8076 BioCIS, LabEx LERMIT, Service Commun d'Analyses, 5 rue Jean‐Baptiste Clément, 92296 Chatenay‐Malabry (France);3. Institut de Chimie des Substances Naturelles, UPR CNRS 2301, Bat.27, 1, Avenue de la Terrasse, 91198 Gif‐sur‐Yvette cedex (France) |
| Abstract: | Switchable tandem intramolecular aza‐Michael/Michael and double aza‐Michael reactions allow the oriented synthesis of highly functionalised cyclic skeletons. Conjugate addition of deactivated anilines triggers chemo‐ and stereo‐divergent ring‐closure reaction pathways with a striking selectivity depending on reaction conditions. |
| Keywords: | chemoselectivity cyclization diastereoselectivity enones Michael addition |