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Updated: Aug 17, 2026

Facile Preparation of (2Z,4E)-Dienamides by the Olefination of Electron-deficient Alkenes with Allyl Acetate
Published on: June 21, 2017
A new 1,1'-binaphthyl-based catalyst for the enantioselective phenylacetylene addition to aromatic aldehydes without
1Department of Chemistry, University of Virginia, Charlottesville 22904-4319, USA.
Abstract:
[reaction: see text] A novel 1,1'-binaphthyl compound containing bulky 3,3'-aryl substituents is found to catalyze the reaction of a terminal alkyne with various aromatic aldehydes under mild conditions to generate chiral propargyl alcohols with 80-94% ee. Unlike the previously reported 1,1'-binaphthyl catalysts, this new compound does not require the use of a titanium complex and the pre-preparation of an alkynylzinc. This has greatly simplified the experimental procedure for this reaction.
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