64390-16-5Relevant academic research and scientific papers
Selective Reduction of the Exomethylene Group of α-Methylene γ- or δ-Lactones with CdCl2-Mg-MeOH-H2O
Bhattacharya, Asish K.,Jain, Dharam C.,Sharma, Ram P.
, p. 768 - 769 (1998)
The strained exomethylene group of the α-methylene γ- or δ-lactone moiety in sesquiterpenoids can be selectively reduced with the CdCl2-Mg-MeOH-H2O reagent system.
Stereoselective reduction of arteannuin B and its chemical transformations
Bhattacharya, Asish K.,Pal, Mahesh,Jain, Dharam C.,Joshi, Bhawani S.,Roy, Raja,Rychlewska, Urszula,Sharma, Ram P.
, p. 2871 - 2876 (2007/10/03)
Absolute stereochemistry of dihydroarteannuin B 5 obtained by the reduction of arteannuin B 3 with Ni2B, NaBH4 or CdCl2-Mg-MeOH-H2O has been established by 2D NMR and single crystal X-ray diffraction studies. Some experiments aimed at the synthesis of dihydrodeoxyarteannuin B [C-4, 5 double bond isomer of 11] are also discussed.
Synthesis of (+)-Artemisinin and (+)-Deoxoartemisinin from arteannuin B and arteannuic acid
Nowak, Deanne M.,Lansbury, Peter T.
, p. 319 - 336 (2007/10/03)
(+)-Artemisinin and (+)-Deoxoartemisinin were prepared for the first time from arteannuin B. The synthetic route is short and efficient, making use of the prior art for the final photo-oxygenation/cyclization reaction. A convergent route to each of the above-named products from arteannuic acid is also described. A novel oxidative lactonization reaction was developed for this sequence.
Boron trifluoride-acetic anhydride catalysed rearrangement of dihydroarteannuin B
Bhattacharya, Asish K.,Jain, Dharam C.,Sharma, Ram P.,Roy, Raja,McPhail, Andrew T.
, p. 14975 - 14990 (2007/10/03)
The reaction of dihydroarteannuin B 2 with boron trifluoride-acetic anhydride furnished compound 3 as the major product whose structure has been established by chemical transformations, spectral data and finally confirmed by x-ray analysis.
