Computational Study of Key Mechanistic Details for a Proposed Copper (I)-Mediated Deconstructive Fluorination of N-Protected Cyclic Amines
Sign Up to like & getrecommendations! Published in 2021 at "Topics in Catalysis"
DOI: 10.1007/s11244-021-01443-y
Abstract: Using calculations, we show that a proposed Cu(I)-mediated deconstructive fluorination of N -benzoylated cyclic amines with Selectfluor ® is feasible and may proceed through: (a) substrate coordination to a Cu(I) salt, (b) iminium ion formation… read more here.
Keywords: mediated deconstructive; deconstructive fluorination; iminium ion; fluorination ... See more keywords
Asymmetric Benzylic Functionalizations of 3-Vinyl Benzofurans via Cascade Formal Trienamine-Vinylogous Iminium Ion Activation.
Sign Up to like & getrecommendations! Published in 2017 at "Organic letters"
DOI: 10.1021/acs.orglett.7b02287
Abstract: An efficient approach to construct chiral 1,1-disubstituted ethane derivatives is presented. This strategy relies on the formation of the key dearomatizative vinylogous iminium ion species through protonation of the formal trienamine intermediates between 2-(3-vinylbenzofuran-2-yl)ethan-1-ones and… read more here.
Keywords: formal trienamine; iminium ion; vinylogous iminium;
Studies on the Enantioselective Iminium Ion Trapping of Radicals Triggered by an Electron-Relay Mechanism
Sign Up to like & getrecommendations! Published in 2017 at "Journal of the American Chemical Society"
DOI: 10.1021/jacs.7b01446
Abstract: A combination of electrochemical, spectroscopic, computational, and kinetic studies has been used to elucidate the key mechanistic aspects of the previously reported enantioselective iminium ion trapping of photochemically generated carbon-centered radicals. The process, which provides… read more here.
Keywords: electron relay; ion trapping; enantioselective iminium; iminium ion ... See more keywords
VCD spectroscopy distinguishes the enamine and iminium ion of a 1,1'-binaphthyl azepine.
Sign Up to like & getrecommendations! Published in 2022 at "Chemical communications"
DOI: 10.1039/d2cc02863h
Abstract: We present a VCD spectroscopic characterization of a chiral 1,1'-binaphthyl azepine catalyst and show that the VCD spectra of an in situ generated enamine and an ex situ prepared iminium ion are characteristically different. The… read more here.
Keywords: binaphthyl azepine; spectroscopy; vcd spectroscopy; iminium ion ... See more keywords
Photo enhancement reveals (E,Z) and (Z,Z) configurations as additional intermediates in iminium ion catalysis.
Sign Up to like & getrecommendations! Published in 2023 at "Chemical communications"
DOI: 10.1039/d2cc05976b
Abstract: Imidazolidinone-based α,β-unsaturated iminium ions are the reactive species within countless synthetic protocols in asymmetric organocatalysis. However, (E,Z) and (Z,Z) imidazolidinone iminium ions, i.e. (Z)-CC configurations, have been elusive so far. Herein we describe how in… read more here.
Keywords: spectroscopy; ion catalysis; iminium ion; ion ... See more keywords
Direct and Sequential Bioactivation of Pemigatinib to Reactive Iminium Ion Intermediates Culminates in Mechanism-Based Inactivation of Cytochrome P450 3A
Sign Up to like & getrecommendations! Published in 2022 at "Drug Metabolism and Disposition"
DOI: 10.1124/dmd.121.000804
Abstract: We recently established the mechanism-based inactivation (MBI) of cytochrome P450 3A (CYP3A) by the fibroblast growth factor receptor (FGFR) inhibitors erdafitinib and infigratinib. Serendipitously, our preliminary data have also revealed that pemigatinib (PEM), another clinically… read more here.
Keywords: cyp3a; pem; reactive iminium; iminium ion ... See more keywords