Detection of enantiomers of chiral primary amines by 1H NMR analysis via enamine formation with an enantiopure γ-position aldol product of a β-keto ester
Sign Up to like & getrecommendations! Published in 2018 at "Tetrahedron Letters"
DOI: 10.1016/j.tetlet.2018.04.079
Abstract: Abstract A 1H NMR analysis method that detects enantiomers of molecules bearing a primary amino group has been developed. The method uses a β-keto ester-derived probe that forms enamines with the amines and is able… read more here.
Keywords: enantiomers chiral; detection enantiomers; keto ester; chiral primary ... See more keywords
Asymmetric Coupling of β-Ketocarbonyls and Alkynes by Chiral Primary Amine/Rh Synergistic Catalysis.
Sign Up to like & getrecommendations! Published in 2022 at "Organic letters"
DOI: 10.1021/acs.orglett.1c04334
Abstract: We herein report a synergetic chiral primary amine and rhodium catalysis for asymmetric coupling of β-ketocarbonyls and alkynes. A series of β-ketocarbonyls could be applied to afford linear allylation products, bearing all-carbon quaternary centers in… read more here.
Keywords: asymmetric coupling; ketocarbonyls alkynes; ketocarbonyls; coupling ketocarbonyls ... See more keywords
Chiral Primary Amine Catalyzed Enantioselective Tandem Reactions Based on Heyns Rearrangement: Synthesis of α-Tertiary Amino Ketones.
Sign Up to like & getrecommendations! Published in 2022 at "Organic letters"
DOI: 10.1021/acs.orglett.2c00724
Abstract: Herein, we disclose a new catalytic asymmetric tandem reaction based on the Heyns rearrangement for the synthesis of chiral α-amino ketones with readily available substrates. The rearrangement is different from the Heyns rearrangement in that… read more here.
Keywords: based heyns; heyns rearrangement; amino ketones; chiral primary ... See more keywords
Asymmetric C-H Dehydrogenative Allylic Alkylation by Ternary Photoredox-Cobalt-Chiral Primary Amine Catalysis under Visible Light.
Sign Up to like & getrecommendations! Published in 2022 at "Journal of the American Chemical Society"
DOI: 10.1021/jacs.2c03299
Abstract: We report herein an asymmetric C-H dehydrogenative allylic alkylation by a synergistic catalytic system involving a chiral primary amine, a photoredox catalyst, and a cobaloxime cocatalyst. The ternary catalytic system enables the coupling of β-ketocarbonyls… read more here.
Keywords: primary amine; allylic alkylation; chiral primary; dehydrogenative allylic ... See more keywords
Enantioselective Terminal Addition to Allenes by Dual Chiral Primary Amine/Palladium Catalysis.
Sign Up to like & getrecommendations! Published in 2017 at "Journal of the American Chemical Society"
DOI: 10.1021/jacs.7b00437
Abstract: We herein describe a synergistic chiral primary amine/achiral palladium catalyzed enantioselective terminal addition to allenes with α-branched β-ketocarbonyls and aldehydes. The reactions afford allylic adducts bearing acyclic all-carbon quaternary centers with high regio- and enantioselectivity.… read more here.
Keywords: enantioselective terminal; terminal addition; palladium; addition allenes ... See more keywords
Photoredox-Mediated Asymmetric Cross-Dehydrogenative Coupling of Enones and Tertiary Amines by Chiral Primary Amine Catalysis
Sign Up to like & getrecommendations! Published in 2021 at "Synthesis"
DOI: 10.1055/a-1463-4219
Abstract: A catalytic asymmetric dehydrogenative cross-coupling reaction between enones and tertiary amines enabled by synergistic photoredox and chiral primary amine catalysis is reported. The reaction was proposed to proceed via the interception of iminium ion intermediate,… read more here.
Keywords: chiral primary; tertiary amines; primary amine; cross ... See more keywords
Assigning the Absolute Configurations of Chiral Primary Amines Based on Experimental and DFT-Calculated 19F Nuclear Magnetic Resonance
Sign Up to like & getrecommendations! Published in 2019 at "Frontiers in Chemistry"
DOI: 10.3389/fchem.2019.00318
Abstract: In this work, a novel method for assigning the absolute configuration of a chiral primary amine has been developed based on the experimental and DFT-calculated 19F NMR chemical shift differences of its derived two fluorinated… read more here.
Keywords: assigning absolute; calculated 19f; based experimental; dft calculated ... See more keywords