Biomimetic synthesis of arteannuin H and the 3,2- rearrangement of allylic hydroperoxides

DOI: 10.1016/S0040-4020(99)00987-4

Source and publish data:

Tetrahedron p. 15127 - 15140 (1999)

Update date:2022-07-31

Topics:

Authors:

Sy, Lai-King

Ngo, Koon-Sin

Brown, Geoffrey D.

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Article abstract of DOI:10.1016/S0040-4020(99)00987-4

The acyl endoperoxide arteannuin H, recently reported as a novel natural product from Artemisia annua, has been obtained in two steps from the photooxidation of dihydroartemisinic acid, thereby confirming biogenetic speculation regarding its derivation from a secondary allylic hydroperoxide. The little studied 3,2-rearrangement reaction of such allylic hydroperoxides is also discussed.

Full text of DOI:10.1016/S0040-4020(99)00987-4

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