An Anion-Induced Regio- and Chemoselective Acylation and Its Application to the Synthesis of an Anticancer Agent

Autor: Frank Xing Chen, YeeShing Wong, George G. Wu, Bernard Charles F, Marc Poirier
Rok vydání: 2001
Předmět:
Zdroj: Organic Letters. 3:3795-3798
ISSN: 1523-7052
1523-7060
DOI: 10.1021/ol016809d
Popis: [reaction--see text] An efficient Grignard- and organolithium-induced regio- and chemoselective anionic acylation is reported. A number of tricyclic ketones are prepared in good to excellent yields via this method. This method is complementary to the Frieldel-Crafts acylation for electron-deficient substrates. A novel anisole-based Grignard reagent was developed to effect the cyclization of sterically hindered substrates. This novel reagent has been successfully applied to the synthesis of Sch 66336, a candidate for oncologic treatment.
Databáze: OpenAIRE