Synfacts 2008(11): 1188-1188  
DOI: 10.1055/s-0028-1083454
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart ˙ New York

Oxindole Synthesis by Palladium-Catalyzed Cyanoamidation

Contributor(s): Hisashi Yamamoto, Pingfan Li
Y. Yasui, H. Kamisaki, Y. Takemoto*
Kyoto University, Japan
Further Information

Publication History

Publication Date:
23 October 2008 (online)

Significance

This paper described the development of a novel synthesis of 3,3-disubstituted oxindoles via palladium-catalyzed intramolecular cyanoamidation of styrene derivatives. Cyclization to form the lactam ring and generation of an all-carbon quaternary stereocenter are realized in a single step. Good to moderate enantiomeric excesses were obtained with a number of substrates.