Naturalproductman’s Blog

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Surprisingly deshielded proton

Posted by naturalproductman on April 16, 2015

Normally when you see a benzylic proton, you might think of the chemical shift between 2-3 ppm, and when you think of a proton alpha to a hetero atom such as that of an amide, you might think of a chemical shift in the range of 3-4 ppm, but this example here shows the chemical shift of the combination of a benzylic proton that is also alpha to an amide to be 6.0 ppm. The JOC paper was published by Fernando Sartillo-Piscil and co-workers at Universidad Autónoma de Puebla, México.

Interesting.

JOC paper

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