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Trimethylsilyl Trifluoromethanesulfonate-Accelerated Addition of Catalytically Generated Zinc Acetylides to Aldehydes

C. Wade Downey*, Brian D. Mahoney and Vincent R. Lipari

*Gottwald Center for the Sciences, University of Richmond, Richmond, Virginia 23173, Email:

C. W. Downey, B. D. Mahoney, V. R. Lipari, J. Org. Chem., 2009, 74, 2904-2906.

DOI: 10.1021/jo900102w (free Supporting Information)


A broad range of terminal alkynes add rapidly and efficiently to aldehydes via a catalytically generated zinc acetylide in the presence of TMSOTf. In the absence of TMSOTf, no reaction is observed.

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Key Words

propargylic alcohols

ID: J42-Y2009-1180