Gas-phase sugar formation using hydroxymethylene as the reactive formaldehyde isomer

@article{Eckhardt2018GasphaseSF,
  title={Gas-phase sugar formation using hydroxymethylene as the reactive formaldehyde isomer},
  author={A. Eckhardt and Michael M Linden and Raffael C. Wende and Bastian Bernhardt and P. Schreiner},
  journal={Nature Chemistry},
  year={2018},
  volume={10},
  pages={1141-1147}
}
Carbohydrates (CH2O)n are the formal adducts of carbon (atoms) to water with a repeating unit that structurally resembles H–C̈–OH (hydroxymethylene). Although hydroxymethylene has been suggested as a building block for sugar formation, it is a reactive species that had escaped detection until recently. Here we demonstrate that formaldehyde reacts with its isomer hydroxymethylene to give glycolaldehyde in a nearly barrierless reaction. This carbonyl–ene-type transformation operates in the… Expand
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