1341216-75-8Relevant academic research and scientific papers
Synthetic studies toward the bicyclic peroxylactone core of plakortolides
Barnych, Bogdan,Vatèle, Jean-Michel
, p. 1912 - 1916 (2011)
En route to the synthesis of plakortolide E and I, we prepared a -hydroperoxy vinyl epoxide, obtained from (R)-epichlorhydrin in 13 steps and 30% yield, via chemoselective methylenation with Nysted reagent in the presence of Ti(Oi-Pr)2Cl2 and regioselective Mukaiyama-Isayama hydroperoxysilylation. Unexpectedly, acid-catalyzed cyclization of this peroxy epoxide occurred exclusively through a 5-exo mode to furnish a 1,2-dioxolane; this is in contrast to the behavior of hydroxy analogues. Georg Thieme Verlag Stuttgart New York.
