Synthesis of 1,2-dioxolanes by annulation reactions of peroxycarbenium ions with alkenes.
[reaction: see text] 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.
Ramirez
Armando
A
Department of Chemistry, University of California, Irvine, California 92697-2025, USA.
Woerpel
K A
KA
D000475:Alkenes / Q000737:chemistry*; D004148:Dioxolanes / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D017646:Organosilicon Compounds / Q000737:chemistry*; D010545:Peroxides / Q000737:chemistry*; D014297:Trimethylsilyl Compounds / Q000737:chemistry
D000475:Alkenes; D004148:Dioxolanes; D017646:Organosilicon Compounds; D010545:Peroxides; D014297:Trimethylsilyl Compounds; C440774:allyltrimethylsilane