Synthetic Approach to Diterpene Alkaloids. II. Unusual Reaction of Angular Nitromethyl Group with Diazomethane to Give Aldoxime(Organic,Chemical)
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The 7-methoxyhydrophenanthrone (8) was synthesized from the 4a-nitromethylhydrophenanthrone (3) via nitration, reduction, and conversion of the resulting amino group to a methoxy group. On rnethylation of the intermediary phenol (7) with diazomethane, two products (9 and 10) were obtained along with the desired 8. The structures of these compounds having an aldoxime moiety were determined by physico-chemical methods. The mechanism of this unusual aldoxime formation from a nitromethyl group is discussed.
- 公益社団法人日本薬学会の論文
- 1987-04-25
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