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Arylboronic Acids in Self-condensation of Glucosamines Forming Deoxyfructosazine, Catalysts or Reagents?

revised on 05.05.2019, 11:14 and posted on 06.05.2019, 16:31 by Meifeng Wang, Gan Zhu, Yiqun Li, Liuqun Gu
Arylboronic acids were widely used as efficient catalysts in direct amide formation and other organic transformations. Surprisingly, reports on their use as catalysts in carbohydrates synthesis are very rare even though boron acid-diol complexation was extensively investigated in molecular recognition for saccharides and so on. Here we developed an efficient arylboronic acids catalyzed dimerization of glucosamines forming deoxyfructosazine which is important compound in pharmaceutical and food industries, against a commonly held belief that excess amount of phenyl boronic acid (or boric acid) is a must. A catalytic mechanism was also proposed and arylboronic acids instead of their boronates was identified as catalysts.


National Natural Science Foundation of China (No. 21372099)

startup funding from Jinan University to L. Gu (No: 88015155 and 88016607)


Email Address of Submitting Author


Jinan University



ORCID For Submitting Author


Declaration of Conflict of Interest

no conflict of interest

Version Notes

Version 3 with significant changes based on reviewers'comments.


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