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Paper | Regular issue | Vol 27, No. 4, 1988, pp.897-901
Published online, 1st January, 1970
DOI: 10.3987/COM-87-4415
C-(11)-Epi-deoxyarteether: Formation and Structure

Lourdes Dominguez Gerpe, Herman J. C. Yeh, Qian-Sheng Yu, Arnold Brossi, and Judith L. Flippen-Anderson*

*Section of Medicinal Chemistry, Laboratory of Bioorganic Chrmistry, NIDDK, National Institute of Health, Bethesda, MD 20892, U.S.A.


Acid catalyzed etherification of deoxydihydroqinghaosu (1) with ethanol saturated with hydrogen chloride afforded 11-epi-deoxyarteether (5). Compound 5 also was obtained from deoxyethern 2 and 3 and the vinylic ether 4 under the same reaction conditions. The configuration at C-l1 and C-12 of 5, strongly supported by 1H-nmr data, has been confirmed by X-ray analysis.