Palladium(II)-catalyzed cyclization of unsaturated hydroperoxides for the synthesis of 1,2-dioxanes.
The cyclization of gamma,delta-unsaturated tertiary hydroperoxides in the presence of a palladium(II) catalyst afforded 1,2-dioxanes resembling biologically active natural products. A variety of substrates were screened, and synthetic manipulations were accomplished to construct compounds with structural similarity to antimalarial targets.
Harris
Jason R
JR
Department of Chemistry, University of California, Irvine, California 92697-2025, USA.
Waetzig
Shelli R
SR
Woerpel
K A
KA
D000962:Antimalarials / Q000138:chemical synthesis* / Q000737:chemistry; D002384:Catalysis; D003500:Cyclization; D004146:Dioxanes / Q000138:chemical synthesis* / Q000737:chemistry; D015195:Drug Design; D006861:Hydrogen Peroxide / Q000737:chemistry*; D010165:Palladium / Q000737:chemistry*
D000962:Antimalarials; D004146:Dioxanes; D010165:Palladium; D006861:Hydrogen Peroxide