871516-27-7Relevant academic research and scientific papers
Sustainable Asymmetric Organolithium Chemistry: Enantio- and Chemoselective Acylations through Recycling of Solvent, Sparteine, and Weinreb “Amine”
Monticelli, Serena,Holzer, Wolfgang,Langer, Thierry,Roller, Alexander,Olofsson, Berit,Pace, Vittorio
, p. 1147 - 1154 (2019)
The well-established Hoppe–Beak chemistry, which involves enantioselective generation of organolithium compounds in the presence of (?)-sparteine, was revisited and applied to unprecedented acylations with Weinreb amides to access highly enantioenriched α-oxyketones and cyclic α-aminoketones. Recycling of the sustainable solvent cyclopentyl methyl ether, sparteine, and the released Weinreb “amine” [HNMe(OMe)] was possible through a simple work-up procedure that enabled full recovery of these precious materials. The methodology features a robust scope and flexibility, thus allowing the enantioselective preparation of scaffolds amenable of further derivatization.
