1152316-52-3Relevant academic research and scientific papers
Utilization of sequential palladium-catalyzed cross-coupling reactions in the stereospecific synthesis of trisubstituted olefins
Houpis, Ioannis N.,Shilds, Didier,Nettekoven, Ulrike,Schnyder, Anita,Bappert, Erhart,Weerts, Koen,Canters, Martine,Vermuelen, Wim
, p. 598 - 606 (2009)
A stereospecific synthesis of the drug-candidate 1 is described. The synthetic sequence, aimed at accomplishing modularity and cost savings, features a series of organometallic steps to afford stereospecifically the desired trisubstituded olefin active pharmaceutical ingredient. Key developments consist of a mild Sonogashira reaction of aryl bromide 7a with the polymerization prone propargyl alcohol and a stereospecific hydroalumination, Zn/Al exchange, and Pd-catalyzed cross-coupling sequence facilitated by the commercially available PEPPSI catalyst.
