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Synthetic Communications

An International Journal for Rapid Communication of Synthetic Organic Chemistry

Volume 33, 2003 - Issue 24

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Original Articles

Synthesis of 1,3-Oxazolidines and 1,3-Dioxolanes by Reaction of (2R, 3R)-3-Methylamino-3-phenyl-1,2-propanediol with Electrophiles

Chakib Hajji Departamento de Química Orgánica, Universidad de Valencia, Burjassot, Valencia, Spain

Elena Zaballos-García Departamento de Química Orgánica, Universidad de Valencia, Burjassot, Valencia, Spain

José Sepúlveda-Arques Departamento de Química Orgánica, Universidad de Valencia, Burjassot, Valencia, SpainCorrespondence[email protected]

Pages 4347-4354 | Received 19 Jun 2003, Published online: 21 Aug 2006

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https://doi.org/10.1081/SCC-120026865

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Emine Berrin Çınar, Semanur Yeşilbağ, Onur Erman Doğan, Erbil Ağar, Necmi Dege & Eiad Saif. (2020) Synthesis, crystal structure and Hirshfeld surface analysis of 1,7-dimethyl-5a,6,11a,12-tetrahydrobenzo[ b ]benzo[5,6][1,4]oxazino[2,3- e ][1,4]oxazine . Acta Crystallographica Section E Crystallographic Communications 76:9, pages 1472-1475.
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Nasseb Singh, Alamgir A. DarAnil Kumar. (2018) A Simple and Efficient Approach for the Synthesis of 1,3-Oxazolidines from β-Amino Alcohols Using Grinding Technique. ChemistrySelect 3:48, pages 13675-13681.
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Rahman Bikas, Fatemeh Ajormal, Marzieh Emami, Nader Noshiranzadeh & Anna Kozakiewicz. (2018) Catalytic oxidation of benzyl alcohols by new Cu(II) complexes of 1,3-oxazolidine based ligand obtained from a solvent free reaction. Inorganica Chimica Acta 478, pages 77-87.
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Michael Rajesh Stephen, M. Toufiqur Rahman, V. V. N. Phani Babu Tiruveedhula, German O. Fonseca, Jeffrey R. Deschamps & James M. Cook. (2017) Concise Total Synthesis of (−)-Affinisine Oxindole, (+)-Isoalstonisine, (+)-Alstofoline, (−)-Macrogentine, (+)- N a -Demethylalstonisine, (−)-Alstonoxine A, and (+)-Alstonisine . Chemistry - A European Journal 23:62, pages 15805-15819.
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Siva Murru, Charles Seth Lott, Brandon McGough, Dakota M. Bernard & Radhey S. Srivastava. (2016) Fe-catalyzed synthesis of substituted N-aryl oxazolidines. Organic & Biomolecular Chemistry 14:15, pages 3681-3685.
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Asghar A. Peera & Ian A. Tomlinson. (2015) Formation of Heterocyclic and Polycyclic Compounds from Amino Alcohols and Dialdehydes. Journal of Heterocyclic Chemistry 52:2, pages 603-606.
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Mohammad Al-Masum, Baillie W. Lott & Nazanin Ghazialsharif. (2012) An Efficient Reaction Process for the Synthesis of Oxazinanes, and Oxazolidines in the Presence of Air. International Journal of Organic Chemistry 02:04, pages 362-365.
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Abdelkarim El Moncef, El Mestafa El Hadrami, Miguel A. González, Elena Zaballos & Ramón J. Zaragozá. (2010) Experimental and DFT study of the conversion of ephedrine derivatives into oxazolidinones. Double SN2 mechanism against SN1 mechanism. Tetrahedron 66:27-28, pages 5173-5184.
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Marcos A. P. Martins, Clarissa P. Frizzo, Dayse N. Moreira, Lilian Buriol & Pablo Machado. (2009) Solvent-Free Heterocyclic Synthesis. Chemical Reviews 109:9, pages 4140-4182.
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Yu-Jun Zhao & Teck-Peng Loh. (2008) Bioinspired Polyene Cyclization Promoted by Intermolecular Chiral Acetal-SnCl 4 or Chiral N -Acetal-TiCl 4 : Investigation of the Mechanism and Identification of the Key Intermediates . Journal of the American Chemical Society 130:30, pages 10024-10029.
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Jianmei Wang, Fernande D. Rochon, Yan Yang, Ling Hua & Margaret M. Kayser. (2007) Synthesis of oxazolidines using DMSO/P4O10 as a formaldehyde equivalent. Tetrahedron: Asymmetry 18:9, pages 1115-1123.
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A. Hamdach, E.M. El Hadrami, S. Gil, R.J. Zaragozá, E. Zaballos-García & J. Sepúlveda-Arques. (2006) Reactivity difference between diphosgene and phosgene in reaction with (2,3-anti)-3-amino-1,2-diols. Tetrahedron 62:26, pages 6392-6397.
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A. Hamdach, E.M. El Hadrami, C. Hajji, E. Zaballos-García, J. Sepulveda-Arques & R.J. Zaragozá. (2004) Experimental and theoretical DFT study of the reaction of 3-amino-1,2-diols with dichloromethane and paraformaldehyde. Tetrahedron 60:45, pages 10353-10358.
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Chakib Hajji, Elena Zaballos‐Garcia & Jose Sepulveda‐Arques. (2004) Synthesis of 1,3‐Oxazolidines and 1,3‐Dioxolanes by Reaction of (2R,3R)‐3‐Methylamino‐3‐phenyl‐1,2‐propanediol with Electrophiles.. ChemInform 35:17.
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Synthesis of 1,3-Oxazolidines and 1,3-Dioxolanes by Reaction of (2R, 3R)-3-Methylamino-3-phenyl-1,2-propanediol with Electrophiles

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Synthesis of 1,3-Oxazolidines and 1,3-Dioxolanes by Reaction of (2R, 3R)-3-Methylamino-3-phenyl-1,2-propanediol with Electrophiles

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