Symmetry-driven diastereoselective functionalization of simple trianglamine

Org Biomol Chem. 2022 Sep 21;20(36):7216-7220. doi: 10.1039/d2ob01226j.

Abstract

We have found that derivatization of the trianglamine macrocycle by aliphatic aldehydes leads selectively to one of the two possible diastereomeric aminal products. X-ray analysis, NMR measurements and DFT calculations pointed to the product possessing a higher symmetry.

MeSH terms

  • Aldehydes*
  • Density Functional Theory
  • Magnetic Resonance Spectroscopy

Substances

  • Aldehydes