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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 27, 1997 - Issue 14
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Original Articles

A Simple and Efficient New Approach to the Total Synthesis of (±)-4-Amino-3-(4-Chlorophenyl)-Butyric Acid (BACLOFEN)

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Pages 2455-2465 | Received 06 Feb 1997, Published online: 21 Aug 2006

REFERENCES AND NOTES

  • Bowery , N. G. , Hudson , A. L. and Price , G. W. 1987 . Neuroscience , 20 : 365
  • Nicoll , R. A. 1988 . Science , 241 : 545
  • Hill , D. R. and Bowery , N. G. 1981 . Nature, (London) , 290 : 149
  • Mann , A. , Boulanger , T. , Brandau , B. , Durant , F. , Evrard , G. , Heaulme , M. , Desaules , E. and Wermuth , C.-G. 1991 . J. Med. Chem. , 34 : 1307
  • Bowery , N. G. and Williams , L. G. 1986 . Br. J. Pharmacol. , 87 : 37P
  • Bowery , N. G. 1982 . Trends Pharmacol. Sci. , : 400
  • Bowery , N. G. , Pratt , G. D. and Knott , C. 1990 . “GABAB Receptors in Mammalian Function,” , Edited by: Bowery , N. G. , Bittiger , H. and Olpe , H.-R. 3 Chichester : John Wiley and Sons .
  • Johnston , G. A.R. 1986 . “ Benzodiazepine/GABA receptors and chloride channels. ” . In “Receptor Biochemistry and Methodology,” , Edited by: Olsen , R. W. and Veuter , J. C. Vol. 5 , 57 – 71 . New York : A.R. Liss, Inc. .
  • Kerr , D. I.B. and Ong , J. 1992 . Med. Res. Revs. , 12 : 593
  • Berthelot , P. , Vaccher , C. , Flouquet , N. , Debaert , M. , Luyckx , M. and Brunet , C. 1991 . J. Med. Chem. , 34 : 2557
  • Kerr , D. I.B. , Ong , J. , Doolette , D. J. , Abbenante , J. and Prager , R. H. 1989 . Eur. J. Pharmacol. , 96 : 239
  • Olpe , H.-R. , Demieville , H. , Baltzer , V. , Bencze , W. L. , Koella , W. P. , Wolf , P. and Haas , H. L. 1978 . Eur. J. Pharmacol. , 52 : 133
  • For some examples of racemic synthesis of Baclofen and derivatives see: a) Kerberle, H., Faigle, J.W. and Wilhelm, M., Swiss Patent, 499,046, (Chemical Abstracts, 1968, 69, 106273f.
  • Ibuka , T. , Schoenfelder , A. , Bildstein , P. and Mann , A. 1995 . Synth. Commun. , 25 : 1777
  • Pifferi , G. , Nizzola , R. and Cristoni , A. 1994 . Il Farmaco , 49 : 453 (Chemical Abstracts, 1995, 122, 204918c.
  • Wall , G. M. and Baker , J. K. 1989 . J. Med. Chem. , 32 : 1340
  • For some examples of asymmetric synthesis of (-)-Baclofen and derivatives see: a) Chênevert R. Desjardins M. Tetrahedron. Lett. 1991 32 4249 Chênevert, R. and Desjardins, M., Can. J. Chem., 1994, 72, 2312.
  • Herdeis , C. and Hubmann , H. P. 1992 . Tetrahedron Asymmetry , 3 : 1213
  • Schoenfelder , A. , Mann , A. and Le Coz , S. 1993 . Synlett , : 63
  • Prager , R. H. , Schafer , K. , Hamon , D. P.C. and Massy-Westropp , R. A. 1995 . Tetrahedron , 51 : 11465
  • Yoshifuji , S. and Kaname , M. 1995 . Chem. Pharm. Bull. , 43 : 1302
  • Tidwell , T. T. 1995 . Ketenes , New York : Wiley-Insterscience .
  • For a recent discussion about the mechanism of [2+2] cycloaddition of dichloroketenes see: a) Hyatt J. A. Raynolds P. W. Org. React. 1994 45 159 646
  • Valenti , E. , Pericàs , M. A. and Moyano , A. 1990 . J. Org. Chem. , 55 : 3582
  • Wang , X. and Houk , K. N. 1990 . J. Am. Chem. Soc. , 112 : 1754
  • Olah , G. A. and Fung , A. P. 1979 . Synthesis , : 537
  • Laurent , A. , Jacquault , P. , Di Martino , J.-L. and Hamelin , J. 1995 . J. Chem Soc. Chem. Commun. , : 1101
  • Brooks , L. A. 1944 . J. Am. Chem. Soc. , 66 : 1295
  • Borka , L. 1979 . Acta Pharm. Suec. , 16 : 345 (Chemical Abstracts, 1980, 92, 82536r)
  • Staudinger , H. 1905 . Chem. Ber. , 38 : 1735
  • Smith , C. W. and Norton , D. G. 1963 . Organic-Synthesis , Vol. IV : 348 Coll.
  • McCaney , C. C. and Ward , R. S. 1975 . J. Chem. Soc. Perkin Trans I , : 1600
  • For the activation of zinc see: Tsuda K. Ohki E. Nozoe S. J Org. Chem. 1963 28 783
  • For the preparation of the couple Zn-Cu see: Brady W. T. Liddell H. G. Vaughan W. L. J. Org. Chem. 1966 31 626

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