摘要
本文报道以青蒿酸为原料合成青蒿乙素(1)及其6β-异构体4.并根据红外光谱、核磁共振谱、圆二色散以及有关的化学反应确定了它们的结构和构型.
Irradiation of a dilute aqueous pyridine solution of arteannuic acid(2)in the presence of oxygen and a sensitizer(hematoporphyrin)with 200-W high pressure mercury lamp gave arteannuin B(1)in 9%yield and isodeoxyarteannuin B(3)in 20%yield.Synthe-tic arteannuin B is in good agreement with the natural one in their analytical and spectral data.The cis-configuration of the lactono of 3 was deduced by comparison of its C D and~1H NMR spectra with that of arteannuin B.Reaction of 3 with m-chloroperbenzoic acid afforded isoarteannuin B(4)in 90%yield.Theα-epoxy configuration was postulated in view of the diaxial opening of epoxide.Treatment of 1 with TiCl-LAH gave the chloro-δ-lactone 8 instead of deoxyartean nuin B.1 was reduced with DIABL to give the diol 9a which was oxidized to 9 b with PDC.
出处
《化学学报》
SCIE
CAS
1985年第1期48-52,共5页
Acta Chimica Sinica
