The first DMAP-mediated palladium-free Tsuji–Trost-type reaction of cyclic and acyclic Baylis–Hillman alcohols with active methylene compounds

✍ Scribed by Olfa Mhasni; Farhat Rezgui

• Book ID: 104097158
• Publisher: Elsevier Science
• Year: 2010
• Tongue: French
• Weight: 340 KB
• Volume: 51
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/j.tetlet.2009.11.053

✦ Synopsis

Direct allylic substitution of cyclic Baylis-Hillman alcohols with active methylene compounds under modified Taber's conditions (DMAP, toluene, reflux, 4 Å molecular sieves), with no Pd catalysts/activating agents, as is usually required for the process, affords the C-allylation products in moderate to good yields.