22149-38-8Relevant academic research and scientific papers
Biogenetic-type Synthesis of Santonin, Chrysanolide, Dihydrochrysanolide, Tulirinol, Arbusculin-C, Tanacetin, and Artemin
El-Feraly, Farouk S.,Benigni, Daniel A.,McPhail, Andrew T.
, p. 355 - 364 (2007/10/02)
The title compounds were synthsised from their possible biogenetic precursors through hydroperoxide intermediates generated by photo-oxygenation.This route for biological oxygenation may serve as a substitute to epoxidation.The 13C n.m.r. special assignments for all intermediates were made.Single-crystal X-ray analyses unequivocally established the 1S configuration in dihydrochrysanolide (14) and its hydroperoxy-analogue (12).Isomorphous crystals of (12) and (14) belong to the monoclinic system, space group P21, with a = 14.350(6), b = 5.882(3), c = 10.343(3) Angstroem, β = 107.64(2) deg, Z = 2, for (12), and a = 14.461(6), b = 5.887(3), c = 9.698(4) Angstroem, β = 107.44(2) deg, Z = 2, for (14).Least-squares refinement of atomic parameters converged to R 0.040 for (12) and 0.033 for (14) over 1484 and 1300 reflections, respectively, measured by diffractometer.
