TY - JOUR
T1 - Efficient Preparation of Novel Qinghaosu (Artemisinin) Derivatives
T2 - Conversion of Qinghao (Artemisinic) Acid into Deoxoqinghaosu Derivatives and 5-Carba-4-deoxoartesunic Acid
AU - Haynes, Richard K.
AU - Vonwiller, Simone C.
N1 - Funding Information:
We thank the Australian Research Council for financial support of this work.
Publisher Copyright:
© 1992 Georg Thieme Verlag. All rights reserved.
PY - 1992/6
Y1 - 1992/6
N2 - Qinghao acid (1) is converted via dihydroqinghao aldehyde (6) into secondary alcohols, each of which upon photooxygenation followed by treatment with copper(II) trifluoromethanesulfonate in dichloromethane-acetonitrile under oxygen in a "one-pot" operation affords ethyldeoxoqinghaosu (10), phenyldeoxoqinghaosu (11), allyldeoxoqinghaosu (12) and the β- and α-epimers 17 and 18 of 5-carba-4-deoxoartesunic acid, novel carbon analogues of artesunate.
AB - Qinghao acid (1) is converted via dihydroqinghao aldehyde (6) into secondary alcohols, each of which upon photooxygenation followed by treatment with copper(II) trifluoromethanesulfonate in dichloromethane-acetonitrile under oxygen in a "one-pot" operation affords ethyldeoxoqinghaosu (10), phenyldeoxoqinghaosu (11), allyldeoxoqinghaosu (12) and the β- and α-epimers 17 and 18 of 5-carba-4-deoxoartesunic acid, novel carbon analogues of artesunate.
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U2 - 10.1055/s-1992-21384
DO - 10.1055/s-1992-21384
M3 - Article
AN - SCOPUS:84928945683
SN - 0936-5214
VL - 1992
SP - 481
EP - 483
JO - Synlett
JF - Synlett
IS - 6
ER -