Beilstein Journal of Organic Chemistry (Dec 2016)

Formose reaction controlled by boronic acid compounds

  • Toru Imai,
  • Tomohiro Michitaka,
  • Akihito Hashidzume

DOI
https://doi.org/10.3762/bjoc.12.263
Journal volume & issue
Vol. 12, no. 1
pp. 2668 – 2672

Abstract

Read online

Formose reactions were carried out in the presence of low molecular weight and macromolecular boronic acid compounds, i.e., sodium phenylboronate (SPB) and a copolymer of sodium 4-vinylphenylboronate with sodium 4-styrenesulfonate (pVPB/NaSS), respectively. The boronic acid compounds provided different selectivities; sugars of a small carbon number were formed favorably in the presence of SPB, whereas sugar alcohols of a larger carbon number were formed preferably in the presence of pVPB/NaSS.

Keywords