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Phosphorus, Sulfur, and Silicon and the Related Elements Volume 82, 1993 - Issue 1-4
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Original Articles

DIRECT 31P NMR DETERMINATION OF THE ENANTIOMERIC COMPOSITION OF 1-HYDROXYALKYLPHOSPHONATES USING 1-(1-NAPHTHYL)ETHYLAMINE AS A CHIRAL AGENT

Zdzisław Głowacki Department of Organic Chemistry, Technical University, Narutowicza 11/12 str., 80-952, Gdańsk, Poland; N. Copernicus University, Department of Chemistry, Gagarina 7 str., 87-100, Toruń, Poland
,
Maria Hoffmann Department of Organic Chemistry, Technical University, Narutowicza 11/12 str., 80-952, Gdańsk, Poland
&
Janusz Rachoń Department of Organic Chemistry, Technical University, Narutowicza 11/12 str., 80-952, Gdańsk, Poland
Pages 39-47 | Received 29 Jun 1993, Published online: 04 Oct 2006

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Zdzislaw Glowacki & Maria Hoffmann. (1998) 31P Nmr Determination of the Enantiomeric Composition of N-Phthaloyl-1-Aminoalkyl-Phosphonate Monoesters using 1-(1-Naphthyl)Ethylamine and Ephedrine as the Chiral Agents. Phosphorus, Sulfur, and Silicon and the Related Elements 134:1, pages 279-285.
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Zdzisław Głowacki, Maria Hoffmann & Janusz Rachó. (1995) 31P NMR DETERMINATION OF THE ENANTIOMERIC COMPOSITION OF N-PROTECTED 1-AMINOALKYLPHOSPHONATES USING 1-(1-NAPHTHYL)ETHYLAMINE AND EPHEDRINE AS THE CHIRAL AGENTS. Phosphorus, Sulfur, and Silicon and the Related Elements 104:1-4, pages 21-32.
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Gloria Uccello Barretta, Thomas J. Wenzel & Federica Balzano. 2022. Reference Module in Chemistry, Molecular Sciences and Chemical Engineering. Reference Module in Chemistry, Molecular Sciences and Chemical Engineering.
Nilesh Jain, Monali B. Mandal & Ashutosh V. Bedekar. (2014) Roof shape amines: synthesis and application as NMR chiral solvating agents for discrimination of α-functionalized acids. Tetrahedron 70:29, pages 4343-4354.
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Thomas J. Wenzel. 2013. Stereoselective Synthesis of Drugs and Natural Products. Stereoselective Synthesis of Drugs and Natural Products 1 24 .
T.J. Wenzel. 2012. Comprehensive Chirality. Comprehensive Chirality 545 570 .
Thomas J. Wenzel & Cora D. Chisholm. (2011) Using NMR spectroscopic methods to determine enantiomeric purity and assign absolute stereochemistry. Progress in Nuclear Magnetic Resonance Spectroscopy 59:1, pages 1-63.
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Ewa Rudzińska, Gabriela Dziȩdzioła, Łukasz Berlicki & Paweł Kafarski. (2009) Enantiodifferentiation of α‐hydroxyalkanephosphonic acids in 31 P NMR with application of α‐cyclodextrin as chiral discriminating agent . Chirality 22:1, pages 63-68.
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Fengnian Ma, Xiumin Shen, Jie Ou-Yang, Zhiwei Deng & Cong Zhang. (2008) Macrocyclic compounds as chiral solvating agents for phosphinic, phosphonic, and phosphoric acids. Tetrahedron: Asymmetry 19:1, pages 31-37.
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Kolio D. Troev. 2006. Chemistry and Application of H-Phosphonates. Chemistry and Application of H-Phosphonates 23 105 .
Oleg I. Kolodiazhnyi. (2005) Asymmetric synthesis of hydroxyphosphonates. Tetrahedron: Asymmetry 16:20, pages 3295-3340.
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Stephen R Davies, Michael C. Mitchell, Christopher P Cain, Paul G Devitt, Roger J Taylor & Terence P Kee. (1998) Phospho-transfer catalysis. Journal of Organometallic Chemistry 550:1-2, pages 29-57.
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Ewa Żymańczyk-Duda, Mariusz Skwarczyński, Barbara Lejczak & Pawel Kafarski. (1996) Accurate assay of enantiopurity of 1-hydroxy- and 2-hydroxyalkylphosphonate esters. Tetrahedron: Asymmetry 7:5, pages 1277-1280.
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James K. Kozlowski, Nigam P. Rath & Christopher D. Spilling. (1995) Determination of the enantiomeric purity and absolute configuration of α-hydroxy phosphonates. Tetrahedron 51:23, pages 6385-6396.
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Ron Hulst, Richard M. Kellogg & Ben L. Feringa. (2010) New methodologies for enantiomeric excess (ee) determination based on phosphorus NMR. Recueil des Travaux Chimiques des Pays-Bas 114:4-5, pages 115-138.
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