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The First Stereoselective Ficini−Claisen Rearrangement Using Chiral Ynamides

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journal contribution
posted on 2002-03-22, 00:00 authored by Jason A. Mulder, Richard P. Hsung, Michael O. Frederick, Michael R. Tracey, Craig A. Zificsak
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.