2006

Dioxole derivativesR 0170 Synthesis of 1,2-Dioxolanes by Annulation Reactions of Peroxycarbenium Ions

with Alkenes. — Peroxycarbenium ions are generated and subjected to reaction with alkenes to give a variety of functionalized 1,2-dioxolanes. Triethylsilyl-protected per-oxyketals are found to be optimal as substrates. Using this method, plakinic acid ana-logues [cf. (VII) and (VIII)] are synthesized in three steps from the corresponding ke-tone and alkene. — (RAMIREZ, A.; WOERPEL*, K. A.; Org. Lett. 7 (2005) 21, 4617-4620; Dep. Chem., Univ. Calif., Irvine, CA 92697, USA; Eng.) — Bartels

07- 127