Synfacts 2005(1): 0129-0129  
DOI: 10.1055/s-2005-916020
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart · New York

Synthesis of Furans by the Pd-Catalyzed Oshima-Utimoto Reaction

Contributor(s): Hisashi Yamamoto, Matthew B. Boxer
M. A. Evans, J. P. Morken*
The University of North Carolina, USA
Further Information

Publication History

Publication Date:
21 September 2005 (online)

Significance

A wide range of substrates with various olefin geometries and size of the R and R1 groups were tested and all gave high diastereoselectivity. PMB- and TBS-protected remote alcohols were compatible for these reaction conditions. The use of chiral starting material (as shown in the second paper) yielded good selectivity, making this a valuable synthetic tool for synthesis of these furans.