The first stereoselective Ficini-Claisen rearrangement using chiral ynamides |
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Authors: | Mulder Jason A Hsung Richard P Frederick Michael O Tracey Michael R Zificsak Craig A |
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Affiliation: | Department of Chemistry, University of Minnesota, Minneapolis, MN 55455, USA. |
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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] |
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