Stereoelectronic Effect of Protecting Groups on the Stability of Galactosyl Donor Intermediates by Ryan W. Kwok, Ryan Rutkoski, Pavel Nagorny, Mateusz Marianski

“…The calculation shows that by changing the stereoelectronic properties of the protecting group, we can influence the stability of the dioxolenium type of intermediates by up to 10 kcal mol⁻¹, and that by increasing nucleophillicity of the 4-<i>O</i>-Bz group, the dioxolenium intermediate becomes more stable than a triflate–donor pair. …”
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