Synfacts 2009(10): 1119-1119  
DOI: 10.1055/s-0029-1217854
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart ˙ New York

Cr-Catalyzed Intramolecular Addition of Tertiary Enamides to Ketones

Contributor(s): Mark Lautens, Jacki Kitching
L. Yang, D.-X. Wang, Z.-T. Huang, M.-X. Wang*
Institute of Chemistry, Chinese Academy of Sciences and Tsinghua University, Beijing, P. R. of China
Further Information

Publication History

Publication Date:
22 September 2009 (online)

Significance

As an extension on previous work involving reactions of tertiary enamides with epoxides (Org. Lett. 2008, 10, 2461), the authors now describe the chromium-catalyzed intramolecular nucleophilic addition of tertiary enamides to ketones. The resulting 1H-pyrrol-2(3H)-one ­derivatives bearing a hydroxylated quaternary carbon center were obtained in good yield and with excellent enantioselectivity.