Photoredox-Catalyzed Allylic Defluorinative Alkoxycarbonylation of Trifluoromethyl Alkenes through Intermolecular Alkoxycarbonyl Radical Addition.
Sign Up to like & getrecommendations! Published in 2022 at "Organic letters"
DOI: 10.1021/acs.orglett.1c04359
Abstract: The gem-difluoroalkene moiety is an ideal carbonyl bioisostere in medicinal chemistry, but efficient synthesis of β-gem-difluoroalkene esters remains challenging so far. Herein, we disclose a photoredox-catalyzed allylic defluorinative alkoxycarbonylation of trifluoromethyl alkenes enabled by intermolecular… read more here.
Keywords: allylic defluorinative; defluorinative alkoxycarbonylation; alkoxycarbonylation trifluoromethyl; catalyzed allylic ... See more keywords
Rhodium-Catalyzed Allylic C-H Functionalization of Unactivated Alkenes with α-Diazocarbonyl Compounds.
Sign Up to like & getrecommendations! Published in 2023 at "Organic letters"
DOI: 10.1021/acs.orglett.2c04356
Abstract: A redox-neutral mild methodology for the allylic C-H alkylation of unactivated alkenes with diazo compounds is demonstrated. The developed protocol is able to bypass the possibility of the cyclopropanation of an alkene upon its reaction… read more here.
Keywords: functionalization unactivated; alkenes diazocarbonyl; catalyzed allylic; rhodium catalyzed ... See more keywords
Lithium Diisopropylamide Catalyzed Allylic C-H Bond Alkylation with Styrenes.
Sign Up to like & getrecommendations! Published in 2018 at "Organic letters"
DOI: 10.1021/acs.orglett.8b03108
Abstract: Allylic substitution reactions, a well-established approach for new bond construction, often need transition-metal catalysts and stoichiometric amounts of organometallic reagents, strong bases, or oxidants. Lithium diisopropylamide (LDA), a widely used and commercially available Brønsted base,… read more here.
Keywords: catalyzed allylic; bond; allylic bond; lithium diisopropylamide ... See more keywords
Kinetic, ESI-CID-MS and Computational Studies of π-Allyliridium C,O-Benzoate-Catalyzed Allylic Amination: Understanding the Effect of Cesium Ion.
Sign Up to like & getrecommendations! Published in 2022 at "ACS catalysis"
DOI: 10.1021/acscatal.2c00470
Abstract: The mechanism of π-allyliridium C,O-benzoate-catalyzed allylic amination was studied by (a) reaction progress kinetic analysis (RPKA), (b) tandem ESI-MS analysis, and (c) computational studies involving density functional theory (DFT) calculations. Reaction progress kinetic analysis (RPKA)… read more here.
Keywords: catalyzed allylic; allyliridium benzoate; cesium; allylic amination ... See more keywords
The Mechanism of Rhodium Catalyzed Allylic C-H Amination.
Sign Up to like & getrecommendations! Published in 2020 at "Journal of the American Chemical Society"
DOI: 10.1021/jacs.0c01069
Abstract: Herein the mechanism of catalytic allylic C-H amination reactions promoted by Cp*Rh complexes is reported. Reaction kinetics experiments, stoichiometric studies, and DFT calculations demonstrate that the allylic C-H activation to generate a Cp*Rh(π-allyl) complex is… read more here.
Keywords: catalyzed allylic; rhodium catalyzed; mechanism rhodium; allylic amination ... See more keywords
Enantioselective Desymmetrization of Bisphenol Derivatives via Ir-Catalyzed Allylic Dearomatization.
Sign Up to like & getrecommendations! Published in 2020 at "Journal of the American Chemical Society"
DOI: 10.1021/jacs.0c09638
Abstract: Spirocyclic hexadienones with multiple stereogenic centers are frequently found in natural products but remain challenging targets to synthesize. Herein, we report the enantioselective desymmetrization of bisphenol derivatives via Ir-catalyzed allylic dearomatization reactions, affording spirocyclic hexadienone… read more here.
Keywords: enantioselective desymmetrization; allylic dearomatization; catalyzed allylic; desymmetrization bisphenol ... See more keywords
Palladium-catalyzed allylic alkylation dearomatization of β-naphthols and indoles with gem-difluorinated cyclopropanes.
Sign Up to like & getrecommendations! Published in 2021 at "Chemical communications"
DOI: 10.1039/d0cc07529a
Abstract: A palladium-catalyzed allylic alkylation dearomatization of β-naphthols and indoles with gem-difluorinated cyclopropanes has been developed. This reaction provided an efficient route to access 2-fluoroallylic β-naphthalenones and indolenines bearing quaternary carbon centers in good yields with… read more here.
Keywords: catalyzed allylic; alkylation dearomatization; allylic alkylation; palladium catalyzed ... See more keywords
Rh(III)-Catalyzed allylic C-H amidation of unactivated alkenes with in situ generated iminoiodinanes.
Sign Up to like & getrecommendations! Published in 2021 at "Chemical communications"
DOI: 10.1039/d1cc02283k
Abstract: Rh(iii)-catalyzed allylic C-H amidation of substituted alkenes with in situ generated iminoiodinanes is demonstrated. The presented protocol is compatible with differently functionalized unactivated terminal alkenes and internal alkenes. In terminal alkenes, branch selectivity was observed… read more here.
Keywords: catalyzed allylic; iii catalyzed; situ generated; allylic amidation ... See more keywords