89523-63-7Relevant articles and documents
Asymmetric Synthesis of Fluorinated Allenes by Rhodium-Catalyzed Enantioselective Alkylation/Defluorination of Propargyl Difluorides with Alkylzincs
Hayashi, Tamio,Ng, Jia Sheng
supporting information, p. 20771 - 20775 (2021/08/25)
The reaction of propargyl difluorides R1CF2C≡CR2 with alkylzincs R3ZnCl giving axially chiral fluorinated allenes R1FC=C=CR2R3 with high enantioselectivity (up to 99 % ee) was found to be catalyzed by a chiral diene/rhodium complex. A key step in the catalytic cycle is selective elimination of one of the enantiotopic fluorides at the β-position of an alkenyl-Rh intermediate, which is generated by regioselective addition of R3-Rh onto the triple bond of the starting difluorides.
Identification of inhibitors of the immunosuppressive enzyme IL4I1
Castellano, Flavia,Djordjevic, Diana,Dupont, Aurélie,Le Gall, Erwan,Molinier-Frenkel, Valérie,Presset, Marc
, (2019/12/24)
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Modular Functionalization of Arenes in a Triply Selective Sequence: Rapid C(sp2) and C(sp3) Coupling of C?Br, C?OTf, and C?Cl Bonds Enabled by a Single Palladium(I) Dimer
Keaveney, Sinead T.,Kundu, Gourab,Schoenebeck, Franziska
supporting information, p. 12573 - 12577 (2018/09/18)
Full control over multiple competing coupling sites would enable straightforward access to densely functionalized compound libraries. Historically, the site selection in Pd0-catalyzed functionalizations of poly(pseudo)halogenated arenes has been unpredictable, being dependent on the employed catalyst, the reaction conditions, and the substrate itself. Building on our previous report of C?Br-selective functionalization in the presence of C?OTf and C?Cl bonds, we herein complete the sequence and demonstrate the first general arylations and alkylations of C?OTf bonds (in I dimer. This allowed the realization of the first general and triply selective sequential C?C coupling (in 2D and 3D space) of C?Br followed by C?OTf and then C?Cl bonds.