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. 2017 Jan 11;22(1):117. doi: 10.3390/molecules22010117

Table 1.

In situ transformation of dihydroartemisinic acid (4) or its ester 19 into artemisinin (1).

graphic file with name molecules-22-00117-i001.jpg

No. Substrate Condition of Peroxidation Step Condition of Rearrangement/Cyclization Step Yield of 1, % Reference
1 4 O2/hv, Methylene Blue, acetone, 0 °C, 30 min TFA (cat.), petroleum ether, air, r.t., 4 days 30 [59]
2 crude mixture of 19 and isomer with double bond C6-C7 position O2/hv, Methylene Blue, CH2Cl2, 20 °C, 90 min TFA (cat.), petroleum ether, air, 20 °C, 4 days 30 [64]
3 crude mixture of 4 and isomer with double bond C6-C7 position O2/hv, Methylene Blue, acetone, 0 °C, 30 min TFA (cat.), petroleum ether, air, 20 °C, 24 h 26 [65]
4 19 O2/hv, Rose bengal, CH3CN, −30 °C, 6 h (1) O2, Cu(OTf)2, CH3CN, −20 °C; 25 [66]
(2) p-TsOH (cat.), CH2Cl2, 20 °C, 4 h