Synfacts 2009(7): 0758-0758  
DOI: 10.1055/s-0029-1217277
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart ˙ New York

Stereoselective Formation of Seven-Membered Rings

Contributor(s): Mark Lautens, David A. Candito
T. Hashimoto, Y. Naganawa, K. Maruoka*
Kyoto University, Japan
Further Information

Publication History

Publication Date:
22 June 2009 (online)


The authors report a highly dia­stereoselective Tiffeneau-Demjanov-type ring ­expansion for the formation of cycloheptanones possessing an all-carbon quaternary stereocenter. Using a chiral auxiliary approach the transformation could be carried out asymmetrically with control of remote stereocenters.