4 years ago

Ynamide Preactivation Allows a Regio- and Stereoselective Synthesis of α,β-disubstituted Enamides

Diogo Seibert Lüdtke, Lucas Loss Baldassari, Aurelien de la Torre, Nuno Maulide, Jing Li
A novel ynamide preactivation strategy enables the use of otherwise incompatible reagents and allows preparation of α,β-disubstituted enamides with high regio- and stereoselectivity. Mechanistic analysis reveals the intermediacy of a triflate-bound intermediate as a solution-stable, effective keteniminium reservoir, whilst still allowing subsequent addition of organometallic reagents.

Publisher URL: http://onlinelibrary.wiley.com/resolve/doi

DOI: 10.1002/anie.201709128

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