Zinc(II)‐Catalyzed Intermolecular Hydrative Aldol Reactions of 2‐En‐1‐ynamides with Aldehydes and Water to form Branched Aldol Products Regio‐ and Stereoselectively
Published in
Angewandte Chemie. International Edition, January 2015
This work describes zinc(II)-catalyzed hydrative aldol reactions of 2-en-1-ynamides with aldehydes and water to afford branched aldol products regio- and stereoselectively. The anti and syn selectivity can be modulated by the sizes of sulfonamides to yield E- and Z-configured zinc(II) dienolates selectively. This new reaction leads to enantiopure aldol products by using a cheap chiral sulfonamide. The mechanistic analysis reveals that the sulfonamide amides of the substrates can trap a released proton to generate dual acidic sites to activate a carbonyl allylation reaction.
This research output has an Altmetric Attention Score of 8. This is our high-level measure of the quality and quantity of online attention that it has received. This Attention Score, as well as the ranking and number of research outputs shown below, was calculated when the research output was last mentioned on 31 January 2015.
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