Unusual regiochemistry of cycloaddition of ketenes to (R)-2-tert-butyldihydrooxazole derivatives. A simple route towards enantiomerically pure functionalised α-aminocyclobutanones

Article abstract of DOI:10.1016/S0040-4039(97)00364-X

Ketenes have been found to cycloadd with (R)-2-tert-Butyldihydrooxazole 1 and 2 to yield predominantly regioisomers 4 resulting from steric control rather than electronic control. The cycloadditions provide a practical route to enantiomerically pure protected 2-amino-3-hydroxycyclobutanones.