Journal
ORGANIC LETTERS
Volume 5, Issue 15, Pages 2663-2666Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ol030061c
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[GRAPHICS] A highly stereoselective Saucy-Marbet rearrangement using chiral ynamides and propargyl alcohols is described here. This rearrangement can be catalyzed by para-nitrobenzenesulfonic acid leading to high diastereoselectivities for a range of different chiral propargyl alcohols and ynamides in a stereochemically intriguing matched, mismatched, or indifferent manner. This provides an excellent entry to highly substituted chiral homoallenyl alcohols.
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