Palladium-Catalyzed Enantioselective α-Arylation of α-Fluoroketones
作者:Zhiwei Jiao、Jason J. Beiger、Yushu Jin、Shaozhong Ge、Jianrong Steve Zhou、John F. Hartwig
DOI:10.1021/jacs.6b09580
日期:2016.12.14
carbonyl compounds is a widely practiced method for C-C bondformation. Several enantioselective versions of this process have been reported, but intermolecular, enantioselective coupling reactions of aryl electrophiles with α-fluoro carbonyl compounds have yet to be disclosed. We report enantioselective coupling of aryl and heteroaryl bromides and triflates with α-fluoroindanones catalyzed by palladium
chiral boron compounds. This protocol is well suitable for activated alkenes such as vinylarenes and alkenes bearing directing groups. However, the catalytic enantioselective hydroboration of O-substituted alkenes has remained unprecedented. Here we report a Rh-catalyzedenantioselective hydroboration of silyl enol ethers (SEEs) that utilizes two new chiral phosphine ligands we developed. This approach
Radical Phosphorylation of Aliphatic C–H Bonds via Iron Photocatalysis
作者:Guang-Da Xia、Zi-Kui Liu、Yu-Lian Zhao、Feng-Cheng Jia、Xiao-Qiang Hu
DOI:10.1021/acs.orglett.3c01824
日期:2023.7.21
The synthesis of tertiary phosphines(III) has been a long-standing challenge in synthetic chemistry because of inevitable issues including harsh conditions, sensitive organometallic reagents, and prefunctionalized substrates in traditional synthesis. Herein, we report a strategically novel C(sp3)–H bond phosphorylation that enables the assembly of structurally diverse tertiary phosphines(III) from industrial