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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 41, 2011 - Issue 4
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Original Articles

Highly Regioselective Synthesis of Ethyl 2-(N-Methylformate-1,4,5,6-tetrahydropyridin-2-yl) Acetate and Its Conversion into Corresponding (R)-Ethyl Homopepicolate by Asymmetric Hydrogenation

Iyad KaraméLaboratory of Organometallic Catalysis and Coordination Chemistry, Department of Chemistry, Lebanese University, Faculty of Sciences I, Haddath, Lebanon
,
Ghinwa Nemra-BaydounLaboratory of Organometallic Catalysis and Coordination Chemistry, Department of Chemistry, Lebanese University, Faculty of Sciences I, Haddath, Lebanon
,
Radwan AbdallahLaboratory of Organometallic Catalysis and Coordination Chemistry, Department of Chemistry, Lebanese University, Faculty of Sciences I, Haddath, Lebanon
,
Ali KanjLaboratory of Organometallic Catalysis and Coordination Chemistry, Department of Chemistry, Lebanese University, Faculty of Sciences I, Haddath, Lebanon
&
Armin BörnerLeibniz-Institut für Katalyse, Universität Rostock e.V., Rostock, Germany
Pages 583-588 | Received 24 Oct 2009, Published online: 02 Feb 2011

REFERENCES

  • Delbecq, P., Bacos, D., Célérier, J. P., Petit, H., Lhommet, G., Brunerie, P., Célérier, J. P., Huché, M., Lhommet, G., , 1991. Boric acid: A new regiospecific decarboxylating agent: Syntheses of cyclic imines, β-enaminones, and β-enaminodiketones from β-enaminoesters, Can. J. Chem. 69 (1991), pp. 1201–1206(a), (b).
  • Miller, J. A., Nguyen, S. T., Liljeblad, A., Kavenius, H. M., Tähtinen, P., Kanerva, L. T., Toone, E. J., Jones, B., , 2005. The enantioselective synthesis of conformationally constrained cyclic β-amino acids, Mini-Rev. Org. Chem. 2 (2005), pp. 39–45(a), (b), (c).
  • Pousset, C., Callens, R., Marinetti, A., Larchevêque, M., Chippindale, A. M., Davies, S. G., Iwamoto, K., Parkin, R. M., Smethurst, C. A. P., Smith, A. D., Rodriguez-Solla, H., , 2004. An efficient synthesis of chiral cyclic β-amino acids via asymmetric hydrogenation, Synlett 59 (2004), pp. 2766–2770(a), (b).
  • Brunerie, P., Célérier, J. P., Petit, H., and Lhommet, G., 1986. Acylation des β-énaminoesters: regio et stéréoformation des β-énaminoesters N- ou C-arylés [Acylation of β-enaminoesters: Regio- and stereoformation of N- or C-aryl β-enaminoesters], J. Heterocycl. Chem. 23 (1986), pp. 1183–1188.
  • Rohloff, J. C., Dyson, N. H., Gardner, J. O., Alfredson, T. V., Sparacino, M. L., and Robinson, J., 1993. Practical total synthesis of RS-15385, J. Org. Chem. 58 (1993), pp. 1935–1938.
  • Cheng, Y., Yang, H. B., Wang, M. X., and Williams, D. J., 2002. Unexpected ring size effect of the annulation reaction of heterocyclic secondary enamines with dicarboxylic acid dichlorides, Tetrahedron 58 (2002), pp. 2821–2829.
  • Calvet-Vital, S., Vanucci-Bacqué, C., Fargeau-Bellassoued, M. C., and Lhommet, G., 2006. Novel routes to chiral 2-alkoxy-5-/6-methoxycarbonylmethylidenepyrrolidines/-piperidines, J. Org. Chem. 71 (2006), pp. 2071–2077.
  • Zhao, M. X., Wang, M. X., Yu, C. Y., Huang, Z. T., and Fleet, G. W. J., 2004. A direct retro-Reformatsky fragmentation: Formal ring enlargement of cyclic ketones for novel and practical synthesis of heterocyclic enamines, J. Org. Chem. 69 (2004), pp. 997–1000.

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