1508306-37-3Relevant academic research and scientific papers
Enantioselective copper(I)-phosphoramidite catalyzed addition of alkylzirconium species to acyclic enones
Roth, Philippe M. C.,Fletcher, Stephen P.
, p. 912 - 915 (2015)
Catalytic asymmetric conjugate addition reactions of alkylzirconium species to acyclic enones are reported. The alkylzirconium nucleophiles are generated in situ by hydrozirconation of alkenes with the Schwartz reagent. The reaction proceeds under mild and convenient conditions. A variety of functionalized nucleophiles can be used, and the method tolerates some variation in enone scope. The method uses a new chiral nonracemic phosphoramidite ligand in a complex with copper triflate.
Catalysts, ligands and use thereof
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Page/Page column 33; 34, (2017/05/17)
According to the present invention, there is provided a catalytic complex comprising a metal, one or more ligands and one or more counterions, wherein said one or more ligands include a non-racemic chiral ligand and wherein said one or more counterions include a triflimide counterion. Also provided are methods of making said catalytic complex and processes for producing chiral compounds which involve the use of said catalytic complex. In addition, the present invention provides compounds of the formula (2) as defined herein. The compounds of formula (2) may be useful as ligands in catalytic complexes.
Asymmetric conjugate addition of alkylzirconium reagents to α,β-unsaturated lactones
Maciver, Eleanor E.,Maksymowicz, Rebecca M.,Wilkinson, Nancy,Roth, Philippe M. C.,Fletcher, Stephen P.
supporting information, p. 3288 - 3291 (2014/07/08)
The asymmetric synthesis of β-substituted lactones by catalytic asymmetric conjugate addition of alkyl groups to α,β-unsaturated lactones is reported. The method uses alkylzirconium nucleophiles prepared in situ from alkenes and the Schwartz reagent. Enantioselective additions to 6- and 7-membered lactones proceed at rt, tolerate a wide variety of functional groups, and are readily scalable. The method was used in a formal asymmetric synthesis of mitsugashiwalactone.
Formation of quaternary centers by copper-catalyzed asymmetric conjugate addition of alkylzirconium reagents
Sidera, Mireia,Roth, Philippe M. C.,Maksymowicz, Rebecca M.,Fletcher, Stephen P.
supporting information, p. 7995 - 7999 (2013/08/23)
Pure and simple: Alkylzirconocenes generated in situ from simple alkenes are used in highly enantioselective copper-catalyzed 1,4-addition reactions to trisubstituted cyclic enones to generate quaternary centers. These reactions operate at room temperature under a range of conditions and tolerate many functional groups. Cp=cyclopentadienyl, Tf=trifluoromethanesulfonyl. Copyright
