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Original Articles

AN IMPROVED PROCEDURE FOR THE PREPARATION AND RESOLUTION OF dl-2,3-DIMETHYLSUCCINIC ACID

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Pages 39-43 | Received 23 Sep 1991, Published online: 18 Feb 2009

References

  • Whitesell , J. K. 1989 . Chem. Rev , 89 : 1584 For a general review see
  • Gao , Y. , Hanson , R. M. , Klunder , J. M. , Ko , S. Y. , Masamune , H. and Sharpless , K. B. 1987 . J. Am. Chem. Soc. , 109 : 5765 See, for example
  • Boojamra , C. G. , Crabtree , R. H. , Ferguson , R. R. and Muedas , C. A. 1989 . Tetrahedron Lett. , 30 : 5583 (b) J.-P. Deprés, F. Coelho and A. E. Greene, J. Org. Chem., 50, 1972 (1985). (c) V. N. Gogte, A. A. Natu and V. S. Pandit, Tetrahedron Lett., 24, 4131 (1983).
  • Available from the Aldrich Chemical Company, Inc.
  • Corey , E. J. and Peterson , R. T. 1985 . Tetrahedron Lett. , 26 : 5025 Dimethyl 2,3dimethylsuccinate: (b) 2,3-Dimethyl-1,4-butanediol: J. F. G. A. Jansen and B. L. Feringa, ibid., 30, 5481 (1989).
  • Berner , E. and Leonardson , R. 1939 . Ann. , 538 : 1 (b) G. E. McCasland and S. Proskow, J. Am. Chem. Soc., 78, 5646 (1956). (c) B. Cammalm, Chem. and Ind. (London), 1093 (1956).
  • From 'H NMR, the DL: meso ratio of commercial 1 (Ref 4) is — 3:1
  • Kyrides , L. P. 1955 . Org. Syn. Coll. Vol. III , : 422
  • Fujita , E. , Yamada , S. , Kumagai , T. and Nagao , Y. 1985 . J. Chem. Soc., Perkin Trans. I , : 2361
  • We thank Dr. Hakon Hope and Mr. Sean Parkin, for their assistance in obtaining the crystallographic data
  • Evans , D. A. , Britton , T. C. and Ellman , J. A. 1987 . Tetrahedron Lett. , 29 : 6141

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