1020259-99-7Relevant academic research and scientific papers
Total synthesis of ent-lepadin F and G by a tandem ene-yne-ene ring closing metathesis
Niethe, Alexander,Fischer, Dirk,Blechert, Siegfried
, p. 3088 - 3093 (2008/09/19)
(Chemical Equation Presented) The first total synthesis of the decahydroquinoline-alkaloids lepadin F and G is described. As key steps, the decahydroquinoline skeleton has been synthesized by utilizing a tandem ene-yne-ene ring closing metathesis of an acyclic precursor followed by a stereoselective hydrogenation of the resulting diene moiety. The selectivity of these two steps was achieved by a well-directed hydroxyl protection strategy. The synthesized compounds were found to be enantiomers of natural lepadin F and G, consequently the absolute configuration of the natural compounds could be assigned.
