One of the goals of our lab is to increase exposure of undergraduates to the wonders of carbohydrate chemistry.  To this end, we have designed three labs for use in the second semester organic chemistry course.  In the first, students peracetylate unknown carbohydrates, and then determine the identity of the carbohydrate using one-dimensional and two-dimensional NMR.  In the second, the students selectively protect and then oxidize a polyalcohol to make minimal model carbohydrates.  In the third, students selectively protect glucose, perform a Mitsunobu inversion on the sole unprotected hydroxyl, and then convert to the peracetylated derivative to determine stereochemistry via NMR.

Incorporating carbohydrates into the undergraduate laboratory

251st National Meeting (2016)

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