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The first stereoselective Ficini-Claisen rearrangement using chiral ynamides
Jason A Mulder1, Richard P Hsung, Michael O Frederick
1Department of Chemistry, University of Minnesota, Minneapolis, MN 55455, USA.
Organic Letters
|April 13, 2002
Abstract:
The first asymmetric Ficini-Claisen rearrangement using chiral ynamides is described. At relatively low temperatures, the Ficini-Claisen rearrangement can be efficiently promoted by p-nitrobenzenesulfonic acid leading to high diastereoselectivity for a range of different allylic alcohols and chiral ynamides. [reaction: see text]