86528-42-9Relevant articles and documents
Nickel-Catalyzed Desymmetrizing Cross-Electrophile Coupling of Cyclic Meso-Anhydrides
Lin, Tingzhi,Mi, Jianjun,Song, Lichao,Gan, Jiamin,Luo, Pan,Mao, Jianyou,Walsh, Patrick J.
supporting information, p. 1191 - 1194 (2018/02/22)
A Ni-catalyzed desymmetrizing cross-electrophile coupling of cyclic meso-anhydrides with aryl triflates has been successfully demonstrated. This is the only example using cyclic meso-anhydrides in cross-electrophile coupling reactions. A diverse array of valuable γ-keto acid building blocks can be generated under these conditions with excellent functional group tolerance and stereochemical fidelity.
Selective substituent transfer from mixed zinc reagents in Ni-catalyzed anhydride alkylation
Johnson, Jeffrey B.,Yu, Robert T.,Fink, Paul,Bercot, Eric A.,Rovis, Tomislav
, p. 4307 - 4310 (2007/10/03)
(Chemical Equation Presented) The use of mixed zinc reagents in Ni-catalyzed anhydride alkylation results in preferential transfer of substituents (Ph > Me > Et ? iPr ～ TMSCH2) for the ligands bipy, dppe, and iPrPHOX. Utilization of such mixed
A mild and efficient catalytic alkylative monofunctionalization of cyclic anhydrides
Bercot, Eric A.,Rovis, Tomislav
, p. 174 - 175 (2007/10/03)
Substituted succinic and glutaric anhydrides undergo a nickel-catalyzed monofunctionalization with organozinc reagents as nucleophiles. The reaction proceeds readily with a variety of substrates, employs commercially available or readily attainable reagents, tolerates sensitive functionality on both partners, and affords the product ketoacids in moderate to high yields. The use of a chiral phosphinooxazoline results in a desymmetrization of a meso anhydride to provide the ketoacid in 85% yield and 79% ee. Copyright
