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. 2012 Jan 13;134(7):3577–3589. doi: 10.1021/ja211383c

Scheme 1. Condensation Reaction between 0.4 M (Li or Cs Salts of) DHF (2) and 0.4 M Sodium Glyoxylate (1) Leading to the Formation of Dihydroxyacetone (4) and a (∼1:1) Diastereomeric Mixture of Pentulosonic Acid (3a + 3b) as Deciphered by Monitoring with 13C NMR Spectroscopy.

Scheme 1

13C NMR chemical shifts (δ, ppm) are shown in the Cs series.