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 |
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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 |
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