Synthesis of 1,2-Dioxolanes by
Annulation Reactions of
Peroxycarbenium Ions with Alkenes
Armando Ramirez andK. A. Woerpel*
Department of Chemistry, University of California, Irvine, California 92697-2025
kwoerpel@uci.edu
Received July 19, 2005
Abstract:
The annulation reactions of alkenes with peroxycarbenium ions enable the synthesis of a variety of functionalizable 1,2-dioxolanes. Triethysilyl-protected peroxycarbenium ions proved to be optimal for the annulation reaction. Using this method, plakinic acid analogues can be synthesized
in three steps from the corresponding ketone and alkene.