Abstract
Secondary and tertiary amides were treated with trifluoromethanesulfonic (triflic) anhydride in the presence of pyridine at low temperatures to generate imino and iminium triflates. Successive treatment with 2,2-bishydroxymethyl-1-propanol in the pyridine buffered solution gave the corresponding 2,6,7-trioxabicyclo[2.2.2]octane orthoesters in good to excellent yields at below room temperature.
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