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A rearranged hydroperoxide from the reduction of artemisinin

โœ Scribed by Lai-King Sy; Shi-Man Hui; Kung-Kai Cheung; Geoffrey D. Brown

Publisher
Elsevier Science
Year
1997
Tongue
French
Weight
399 KB
Volume
53
Category
Article
ISSN
0040-4020

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โœฆ Synopsis

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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