The SN1 hydrolyses of β-D-galactopyranosyl derivatives with nitrogen, oxygen, and fluorine aglycones have been measured, and at constant pKa have been shown to adopt the order of rates F > O > > N.
C. C. Jones and M. L. Sinnott, J. Chem. Soc., Chem. Commun., 1977, 767 DOI: 10.1039/C39770000767
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