13295-90-4Relevant articles and documents
A METHOD FOR THE PALLADIUM-CATALYZED ALLYLIC OXIDATION OF OLEFINS
McMurry, John E.,Kocovsky, Pavel
, p. 4187 - 4190 (1984)
Olefins are converted into allylic acetates by treatment in acetic acid with a catalytic amount of palladium bis(trifluoroacetate) and one equivalent of benzoquinone as oxidant.The reaction is selective for oxidation of a terminal methyl group of geranylacetone.
Efficient palladium-catalyzed nucleophilic addition of triorganoindium reagents to carbocyclic derivatives
Baker, Lucas,Minehan, Thomas
, p. 3957 - 3960 (2007/10/03)
Palladium (0)-catalyzed allylic substitution reactions employing triorganoindium reagents have been investigated. In situ generated vinyl- and arylindiums react with substituted and unsubstituted cyclohex-2-enyl esters in the presence of 1-3 mol % Pd2(dba)3 to produce vinyl- or arylcyclohexenes in moderate to excellent yields. The stereoselectivity of this process was also examined, and evidence is presented that the reaction proceeds with inversion of stereochemical configuration.
Efficient and recyclable monomeric and dendritic Ru-based metathesis catalysts
Garber, Steven B.,Kingsbury, Jason S.,Gray, Brian L.,Hoveyda, Amir H.
, p. 8168 - 8179 (2007/10/03)
Several highly active, recoverable and recyclable Ru-based metathesis catalysts are presented. The crystal structure of Ru complex 5, beating a 1,3-dimesityl-4,5-dihydroimidazol-2-ylidene and styrenyl ether ligand is disclosed. The heterocyclic ligand significantly enhances the catalytic activity, and the styrenyl ether allows for the easy recovery of the Ru complex. Catalyst 5 promotes ring-closing metathesis (RCM) and the efficient formation of various trisubstituted olefins at ambient temperature in high yield within 2 h; the catalyst is obtained in >95% yield after silica gel chromatography and can be used directly in subsequent reactions. Tetrasubstituted olefins can also be synthesized by RCM reactions catalyzed by 5. In addition, the synthesis and catalytic activities of two dendritic and recyclable Ru-based complexes are disclosed (32 and 33). Examples involving catalytic ring-closing, ring-opening, and cross metatheses are presented where, unlike monomer 5, dendritic 33 can be readily recovered.
Reaction of cyclic allylic acetates with aliphatic alcohols in the presence of cerium(III) chloride
Uzarewicz,Dresler
, p. 1921 - 1930 (2007/10/03)
The reactions of selected allylic acetates with methanol, ethanol, n-propyl alcohol, isopropyl alcohol and tert-butyl alcohol in the presence of catalytic amounts of cerium(III) chloride are described. Allylic alkyl ethers, bis-allylic ethers and 1,3-dienes were obtained depending on the structure of the acetates.
