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Synfacts 2008(7): 0752-0752
DOI: 10.1055/s-2008-1077828
DOI: 10.1055/s-2008-1077828
Metal-Mediated Synthesis
© Georg Thieme Verlag Stuttgart · New York
Mo-Au Combo Catalysis in 1,3-Rearrange-ment of Propargyl Alcohols
M. Egi, Y. Yamaguchi, N. Fujiwara, S. Akai*
University of Shizuoka, Japan
Weitere Informationen
Publikationsverlauf
Publikationsdatum:
20. Juni 2008 (online)

Significance
A novel combinatorial catalytic system made up of MoO2(acac)2, AuCl(PPh3) and AgOTf was successfully applied to the 1,3-rearrangement of propargyl alcohols resulting in various α,β-unsaturated ketones, aldehydes, amides and esters. The rearrangement proceeded with excellent generality (primary, secondary and tertiary propargyl alcohols are converted!) and gave good to excellent yields. Good diastereoselectivities were also observed in the rearrangement reactions of tertiary and secondary propargyl alcohols yielding preferably the corresponding E-isomers.