1353566-47-8Relevant articles and documents
Total synthesis of seco-plakortolide e and (-)-ent-plakortolide I: Absolute configurational revision of natural plakortolide i
Barnych, Bogdan,Vatele, Jean-Michel
, p. 564 - 567 (2012/03/26)
A first total synthesis of (-)-ent-plakortolide I and seco-plakortolide E was accomplished from (S)-2-methylglycidol. The relevant key reactions involve a diastereoselective Mukaiyama aldol reaction, a regioselective hydroperoxysilylation, and elaboration of the 1,2-dioxane ring by intramolecular Michael addition of a hydroperoxide group to a butenolide. This synthesis allowed the revision of the absolute configuration of plakortolide I and structural revision of plakortolide E.