Synfacts 2007(6): 0624-0624  
DOI: 10.1055/s-2007-968498
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart · New York

Rearrangement of α,α-Disubstituted Siloxy Aldehydes to Active Acyloins

Contributor(s): Hisashi Yamamoto, Matthew B. Boxer
T. Ooi, K. Ohmatsu, K. Maruoka*
Kyoto University, Japan
Further Information

Publication History

Publication Date:
22 May 2007 (online)

Significance

This report by Maruoka is very interesting on two levels. They have developed a new ligand-catalyst system based on the axial chirality possible with a naphthyl moiety and succeeded in the catalytic asymmetric rearrangement of α,α-disubstituted siloxy aldehydes. Enantio­enriched products are obtained through enantio­selective rearrangements of achiral substrates as well as chiral, racemic substrates that undergo kinetic resolution.