460076-98-6Relevant articles and documents
Total synthesis of plakortone B
Xie, Xin-Gang,Wu, Xun-Wei,Lee, Hing-Ken,Peng, Xiao-Shui,Wong, Henry N. C.
supporting information; experimental part, p. 6933 - 6941 (2010/08/22)
Plakortone B is a naturally occurring bicyclic[3.3.0]furanolactone compound with attractive bioactivities. Although the relative configuration of plakortone B's central core had been established by NMR spectroscopic methods, the absolute configuration of its four stereocenters remained unknown. In the present paper, all four possible isomers of plakortone B were synthesized and one of these molecules was found to be identical with the natural plakortone B on the basis of 1H, 13C NMR spectra and specific rotation comparisons. Thus, the absolute configuration of the natural plakortone B was determined to be (35, 4S, 6R, 10R).
Total synthesis and absolute stereochemistry of plakortone D
Hayes, Patricia Y.,Kitching, William
, p. 9718 - 9719 (2007/10/03)
The first total synthesis of plakortone D is described and thereby establishes the structure and absolute stereochemistry of the most biologically active member of the marine-derived plakortone family. The sterically congested bicyclic lactone core result