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To a well stirred solution of AEW DS 2-1 (100 mg, 0.38 mmol), 2-methyltetrahydrofuran (6 mL), Chloramine-T (123 mg, 0.54 mmol) and TFA (one drop)was added and the resulting reaction mixture was stirred at 75oC for 1.5h.
The reaction mixture was then allowed to cool to room temperature, and the organic phase washed with 10 wt% aq. sodium sulphite solution (10mL) and 2M dilute sodium hydroxide (3 x 10 mL) and then evaporated to dryness. An NMR of the product was taken. NMR showed that there was no product present and no further improvement of the yield and the experiment was taken no further.
Data:
Hazard and Risk Assessment:
8-1.doc
NMR:
NovIII-01608_10_1.pdf
Attached Files
cyclisation 8-1.png
8-1.doc
NovIII-01608_10_1.pdf