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Phosphorus, Sulfur, and Silicon and the Related Elements Volume 188, 2013 - Issue 7
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Original Articles

Comparative Studies on the Amidoalkylating Properties of N-(1-Methoxyalkyl)Amides and 1-(N-Acylamino)Alkyltriphenylphosphonium Salts in the Michaelis–Arbuzov-Like Reaction: A New One-Pot Transformation of N-(1-Methoxyalkyl)Amides into Phosphonic or Phosphinic Analogs of N-Acyl-α-Amino Acids

Jakub Adamek Department of Organic Chemistry, Biochemistry and Biotechnology, Silesian University of Technology, Gliwice, Poland
,
Agnieszka Październiok-Holewa Department of Organic Chemistry, Biochemistry and Biotechnology, Silesian University of Technology, Gliwice, Poland
,
Katarzyna Zielińska Department of Organic Chemistry, Biochemistry and Biotechnology, Silesian University of Technology, Gliwice, Poland
&
Roman Mazurkiewicz Department of Organic Chemistry, Biochemistry and Biotechnology, Silesian University of Technology, Gliwice, Poland
Pages 967-980 | Received 12 Aug 2012, Accepted 07 Sep 2012, Published online: 05 Jul 2013

Citations (13)

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Dmitry V. Moiseev & Brian R. James. (2022) Phospha-Mannich reactions of RPH2, R2PH, and R3P. Phosphorus, Sulfur, and Silicon and the Related Elements 197:4, pages 327-391.
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Articles from other publishers (12)

Anna Kuźnik, Dominika Kozicka, Wioleta Hawranek, Karolina Socha & Karol Erfurt. (2022) One-Pot and Catalyst-Free Transformation of N-Protected 1-Amino-1-Ethoxyalkylphosphonates into Bisphosphonic Analogs of Protein and Non-Protein α-Amino Acids. Molecules 27:11, pages 3571.
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Jakub Adamek, Mirosława Grymel, Anna Kuźnik & Agnieszka Październiok-Holewa. (2022) 1-Aminoalkylphosphonium Derivatives: Smart Synthetic Equivalents of N-Acyliminium-Type Cations, and Maybe Something More: A Review. Molecules 27:5, pages 1562.
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Dominika Kozicka, Paulina Zieleźny, Karol Erfurt & Jakub Adamek. (2021) Amide-Type Substrates in the Synthesis of N-Protected 1-Aminomethylphosphonium Salts. Catalysts 11:5, pages 552.
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Alicja Walęcka-Kurczyk, Krzysztof Walczak, Anna Kuźnik, Sebastian Stecko & Agnieszka Październiok-Holewa. (2020) The Synthesis of α-Aminophosphonates via Enantioselective Organocatalytic Reaction of 1-(N-Acylamino)alkylphosphonium Salts with Dimethyl Phosphite. Molecules 25:2, pages 405.
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Jakub Adamek, Anna Węgrzyk-Schlieter, Klaudia Steć, Krzysztof Walczak & Karol Erfurt. (2019) Michaelis-Arbuzov-Type Reaction of 1-Imidoalkyltriarylphosphonium Salts with Selected Phosphorus Nucleophiles. Molecules 24:18, pages 3405.
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Jakub Adamek, Anna Węgrzyk, Justyna Kończewicz, Krzysztof Walczak & Karol Erfurt. (2018) 1-(N-Acylamino)alkyltriarylphosphonium Salts with Weakened Cα-P+ Bond Strength—Synthetic Applications. Molecules 23:10, pages 2453.
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Jakub Adamek, Anna Węgrzyk, Monika Krawczyk & Karol Erfurt. (2018) Catalyst-free Friedel-Crafts reaction of 1-(N-acylamino)alkyltriarylphosphonium salts with electron-rich arenes. Tetrahedron 74:21, pages 2575-2583.
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Jakub Adamek, Roman Mazurkiewicz, Anna Węgrzyk & Karol Erfurt. (2017) 1-Imidoalkylphosphonium salts with modulated C α –P + bond strength: synthesis and application as new active α-imidoalkylating agents . Beilstein Journal of Organic Chemistry 13, pages 1446-1455.
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Katarzyna Zielińska, Roman Mazurkiewicz, Katarzyna Szymańska, Andrzej Jarzębski, Sylwia Magiera & Karol Erfurt. (2016) Penicillin G acylase-mediated kinetic resolution of racemic 1-( N -acylamino)alkylphosphonic and 1-( N -acylamino)alkylphosphinic acids and their esters. Journal of Molecular Catalysis B: Enzymatic 132, pages 31-40.
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Anna Kuźnik, Roman Mazurkiewicz, Mirosława Grymel, Katarzyna Zielińska, Jakub Adamek, Ewa Chmielewska, Marta Bochno & Sonia Kubica. (2015) A new method for the synthesis of α-aminoalkylidenebisphosphonates and their asymmetric phosphonyl-phosphinyl and phosphonyl-phosphinoyl analogues. Beilstein Journal of Organic Chemistry 11, pages 1418-1424.
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Jakub Adamek, Roman Mazurkiewicz, Agnieszka Październiok-Holewa, Mirosława Grymel, Anna Kuźnik & Katarzyna Zielińska. (2014) 1-( N -Acylamino)alkyl Sulfones from N -Acyl-α-amino Acids or N -Alkylamides . The Journal of Organic Chemistry 79:6, pages 2765-2770.
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Roman Mazurkiewicz, Agnieszka Październiok-Holewa, Jakub Adamek & Katarzyna Zielińska. 2014. 43 94 .

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