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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 26, 1996 - Issue 11
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Original Articles

Efficient Method for Removal of a Carboxylic Acid Moiety from Sterically Crowded Cyclopropanedicarboxylic Acid Derivatives

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Pages 2127-2133 | Received 16 Oct 1995, Published online: 21 Aug 2006

References and Notes

  • Koskinen , M. P. and Munoz , L. 1993 . J. Org. Chem. , 58 : 879
  • Kondo , K. , Takashima , T. , Negishi , A. , Fujimoto , M. , Sugimoto , K. , Hatch , Ch. E. and Braun , J. 1980 . Pestic. Sci. , 11 : 180
  • Piepenbrink , H.-F. 1952 . Methoden derOrganischen Chemie (Houben-Weyl) , Edited by: Müller , E. Vol. 8 , p. 418 Stuttgart : Georg Thieme Verlag .
  • Danishefsky , S. 1979 . Acc. Chem. Res. , 12 : 66 Wong, N. C.; Hon, M. Y.; Tse, C. W.; Yip, Y. C. Chem. Rev. 1989, 89, 165
  • Bus , J. , Steinberg , H. and de Boer , T. J. 1966 . Tetrahedron Lett. , : 1979 Bus, J.; Steinberg, H.; de Boer, T. J., Rec. Trav. Chim. Pays-Bas 91, 657 (1972), Handzo, C. S.; Humphrey, G. L., J. Org. Chem. 44, 2146 (1979)
  • mp.: 128–129 °C, IR(KBr): 1800 cm−1, NMR(CDCl3): 1.6 s, 3.33, 3.52 dd, J1 = 9 Hz, J2 = 1.5 Hz, 4.04, 4.2 ss, 5.02 d, J = 1.5 Hz
  • Martinez , A. , Osio Barcina , J. , Hidalgo del Vecchio , G. , Hanack , M. and Subramanian , L. R. 1991 . Tetrahedron Lett. , 43 : 5931
  • 1939 . Gmelin Handbuch der Anorganischen Chemie , 8. Ed. , Mg Vol. B. , p. 182 Verlag Chemie G. M. B. H. .
  • Barton , D. H. R. , Crich , D. and Motherwell , W. B. 1985 . Tetrahedron , 41 : 3901
  • When the reaction time was 1 h, the thiohydroxamate 7b could be separated chromatographically, IR(neat): 1731, 1673 cm−1, NMR (CDCl3) 1.24 m, 4.18 q, J=2.4 Hz, 7.57 d, J=1.6 Hz, 8.4 d, J=1.6 Hz References for getting 7a from 4 are missing in the literature.
  • Töke , L. , Hell , Z. , Szabó , G. T. , Tóth , G. , Bihari , M. and Rockenbauer , A. 1993 . Tetrahedron , 49 : 5133
  • Heiszmann , J. , Bitter , I. , Harsányi , K. and Töke , L. 1987 . Synthesis , : 738

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