Tetrahedron p. 7493 - 7500 (1997)
Update date:2022-08-04
Topics:
Sy, Lai-King
Hui, Shi-Man
Cheung, Kung-Kai
Brown, Geoffrey D.
Lithium aluminium hydride reduction of artemisinin produces two unexpected rearrangement products in addition to those reported previously. The structure of the major rearrangement product, a tertiary hydroperoxide, was determined by 2D-NMR and chemical reactions. A mechanism is proposed for this rearrangement, based on the observation that dihydroartemisinin can also be converted into the same hydroperoxide in alkaline solution.
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