Total synthesis of peroxyacarnoates A and D: metal-mediated couplings as a convergent approach to polyunsaturated peroxides.
[reaction: see text] The first syntheses of peroxyacarnoates A and D, members of a family of enyne-containing alkoxydioxanes, have been achieved on the basis of chemoselective ozonolysis within a polyunsaturated framework and Pd-mediated cross-couplings of a functionalized 1,2-dioxane.
Xu
Chunping
C
Department of Chemistry, University of Nebraska-Lincoln, Lincoln, Nebraska 68588-0304, USA.
Raible
Joseph M
JM
Dussault
Patrick H
PH
D000475:Alkenes / Q000138:chemical synthesis* / Q000737:chemistry; D000818:Animals; D001688:Biological Products / Q000138:chemical synthesis* / Q000737:chemistry; D002384:Catalysis; D004146:Dioxanes / Q000138:chemical synthesis* / Q000737:chemistry; D007202:Indicators and Reagents; D015394:Molecular Structure; D010165:Palladium / Q000737:chemistry; D011161:Porifera / Q000737:chemistry; D013237:Stereoisomerism
D000475:Alkenes; D001688:Biological Products; D004146:Dioxanes; D007202:Indicators and Reagents; C508403:peroxyacarnoate A; C508404:peroxyacarnoate D; D010165:Palladium