Rhodium-Catalyzed Allylic Amination for the Enantioselective Synthesis of Tertiary β-Fluoroamines.
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DOI: 10.1021/acs.orglett.4c04289
Abstract: The utilization of β-fluoroamines as pharmaceutical components for drug development has attracted a considerable amount of interest. However, direct access to tertiary β-fluoroamines is challenging. We herein report the rhodium-catalyzed asymmetric amination of tertiary allylic… read more here.
Keywords: catalyzed allylic; rhodium catalyzed; allylic amination; tertiary fluoroamines ... See more keywords
Copper-Catalyzed Enantioselective ε-Site Yne-Allylic Amination.
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DOI: 10.1021/acs.orglett.5c02805
Abstract: The development of highly selective and sustainable catalytic methods for the synthesis of enantiomerically chiral amines is of great interest and importance in both the pharmaceutical and fine chemical industries. Here, we have developed a… read more here.
Keywords: yne allylic; site yne; copper catalyzed; allylic amination ... See more keywords
Ir-Catalyzed Regiocontrolled Allylic Amination of Di-/Trienyl Allylic Alcohols with Secondary Amines.
Sign Up to like & getrecommendations! Published in 2019 at "Organic letters"
DOI: 10.1021/acs.orglett.9b02435
Abstract: An unprecedented regio-controllable allylic amination of unactivated dienyl and trienyl allylic alcohols has been developed, providing an efficient approach toward the site-selective formation of C1-, C3-, and C5-/C7-amination products from the sole substrates. Key to… read more here.
Keywords: secondary amines; trienyl allylic; catalyzed regiocontrolled; allylic alcohols ... 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.
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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.
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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
Cobalt-Catalyzed Regio- and Enantioselective Allylic Amination.
Sign Up to like & getrecommendations! Published in 2019 at "Journal of the American Chemical Society"
DOI: 10.1021/jacs.9b06035
Abstract: The first earth-abundant cobalt-catalyzed highly branched- and enantioselective allylic amination of racemic branched allylic car-bonates bearing alkyl groups with both aromatic and aliphatic amines have been developed. The process allows rapid access of allylic amines… read more here.
Keywords: catalyzed regio; enantioselective allylic; allylic amination; cobalt catalyzed ... See more keywords
Highly enantioselective allylic amination reaction through aerobic oxidative organo–organo dual catalytic system
Sign Up to like & getrecommendations! Published in 2024 at "New Journal of Chemistry"
DOI: 10.1039/d4nj00478g
Abstract: An NHC/chiral tertiary amine dual catalytic system for the aerobic oxidation/allylic amination reaction has been developed. The combination of NHC with organo-catalysts especially with tertiary amine catalysts remains an underexplored area. read more here.
Keywords: amination reaction; catalytic system; allylic amination; dual catalytic ... See more keywords
Organocatalytic Allylic Amination of Morita–Baylis–Hillman Carbonates
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DOI: 10.1055/s-0037-1611229
Abstract: An organocatalytic asymmetric allylic amination of Morita–Baylis–Hillman carbonates with aromatic amines in the presence of β-isocupreidine is described. Chiral allylic amines were obtained in almost quantitative yields (90–96%) with moderate enantioselectivity. Recrystallization afforded products in… read more here.
Keywords: morita baylis; baylis hillman; hillman carbonates; allylic amination ... See more keywords
Asymmetric intermolecular allylic C–H amination of alkenes with aliphatic amines
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DOI: 10.1126/science.abq1274
Abstract: Aliphatic allylic amines are found in a great variety of complex and biorelevant molecules. The direct allylic C–H amination of alkenes serves as the most straightforward method toward these motifs. However, use of widely available… read more here.
Keywords: alkenes aliphatic; amination alkenes; internal alkenes; allylic amination ... See more keywords