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Synfacts 2010(6): 0669-0669  
DOI: 10.1055/s-0029-1219902
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart ˙ New York

Asymmetric Allylation, Crotylation, and tert-Prenylation of Furan Methanols and Furfurals

Contributor(s): Hisashi Yamamoto, Kimberly Griffin
B. Bechem, R. L. Patman, A. S. K. Hashmi*, M. J. Krische*
Ruprecht-Karls-Universität Heidelberg, Germany and The University of Texas at Austin, USA
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Publikationsdatum:
20. Mai 2010 (online)

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Significance

The iridium catalyst system reported efficiently catalyzes allylation, crotylation, and tert-prenylation of furan methanols and furan furfurals. The products can then undergo the Achmatowicz rearrangement without loss of enantiopurity.