Synfacts 2007(2): 0167-0167  
DOI: 10.1055/s-2006-955854
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart · New York

Total Synthesis of Protected l-Galactose by Hydrocarbon Oxidation

Contributor(s): Mark Lautens, Yann Béthuel
D. J. Covell, N. A. Vermeulen, N. A. Labenz, M. C. White*
University of Illinois, Urbana, USA
Further Information

Publication History

Publication Date:
23 January 2007 (online)

Significance

Following on their work on DMSO-promoted, Pd(OAc)2-catalyzed allylic oxidation reactions (M. S. Chen, M. C. White J. Am. Chem. Soc. 2004, 126, 1346-1347), the authors proved that no erosion of enantiomeric purity was observed in the course of their methodology when using an enantioenriched alkene (Org. Lett. 2005, 7, 223-226). In the present paper, they describe their recent achievements towards the rapid synthesis of polyol frameworks. In particular, they report on the total synthesis of protected l-galactose.