26845-41-0Relevant academic research and scientific papers
Copper catalyzed C(sp3)-H bond alkylation via photoinduced ligand-to-metal charge transfer
Treacy, Sean M.,Rovis, Tomislav
supporting information, p. 2729 - 2735 (2021/03/01)
Utilizing catalytic CuCl2 we report the functionalization of numerous feedstock chemicals via the coupling of unactivated C(sp3)-H bonds with electron-deficient olefins. The active cuprate catalyst undergoes Ligand-to-Metal Charge Transfer (LMCT) to enable the generation of a chlorine radical which acts as a powerful hydrogen atom transfer reagent capable of abstracting strong electron-rich C(sp3)-H bonds. Of note is that the chlorocuprate catalyst is an exceedingly mild oxidant (0.5 V vs SCE) and that a proposed protodemetalation mechanism offers a broad scope of electron-deficient olefins, offering high diastereoselectivity in the case of endocyclic alkenes. The coupling of chlorine radical generation with Cu reduction through LMCT enables the generation of a highly active HAT reagent in an operationally simple and atom economical protocol.
A generic and reproducible route to homo- and heteroannular bicyclic β-diketones via knochel-type 1,4-conjugate additions to α,β-unsaturated cycloalkenones
Hill, Cheryl L.,McGrath, Matthew,Hunt,Grogan, Gideon
, p. 309 - 311 (2007/10/03)
A generic and reproducible method for the preparation of homo- and heteroannular bicyclic β-diketones is reported. The method employs the copper acetate mediated 1,4-conjugate addition of organozinc derivatives of iodopropionate and iodobutanoate esters t
A new method for synthesis of functionalized organozinc-copper(I) reagents and their 1,4-addition reaction with enones
Hu, Yulai,Yu, Jianhua,Yang, Shiyan,Wang, Jin-Xian,Yin, Yuanqi
, p. 2793 - 2800 (2007/10/03)
The transmetalation of functionalized organozinc iodides with Cu(OAc)2 in THF provides a new convenient method for the preparation of functionalized organozinc-copper(I) reagents FG-RCu(OAc)ZnI which ultimately undergo 1,4- addition reaction wi
The intermolecular β-coupling of cyclic enones with activated alkenes and alkynes: Unexpected β-alkoxy elimination from a 4-alkoxy-2-alkyl-1- hydroxy-cyclopentenyl radical
Pandey, Ganesh,Ghorai, Manas K.,Hajra, Saumen
, p. 8341 - 8344 (2007/10/03)
Intermolecular β-coupling of cyclic enones with activated alkenes or alkynes and an unexpected β-alkoxide elimination from 17 during the extension of this strategy towards the synthesis of optically pure prostaglandin analogues by the coupling of 16 and 11 is reported.
