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For some examples of the racemic synthesis of baclofen and derivatives see: (a) Swiss Patent 499,046
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For some examples of the racemic synthesis of baclofen and derivatives see: (a) Kerberle, H.; Faigle, J. W.; Wilhelm, M. Swiss Patent 499,046, Chem. Abstr. 1968, 69, 106273f; (b) Wall, G. M.; Baker, J. K. J. Med. Chem. 1989, 32, 1340-1348; (c) Pifferi, G.; Nizzola, R.; Cristoni, A. Il Farmaco 1994, 49, 453-455; Chem. Abstr. 1995, 122, 204918; (d) Ibuka, T.; Schoenfelder, A.; Bildstein, P.; Mann, A. Synth. Commun. 1995, 25, 1777-1782.
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For some examples of the racemic synthesis of baclofen and derivatives see: (a) Kerberle, H.; Faigle, J. W.; Wilhelm, M. Swiss Patent 499,046, Chem. Abstr. 1968, 69, 106273f; (b) Wall, G. M.; Baker, J. K. J. Med. Chem. 1989, 32, 1340-1348; (c) Pifferi, G.; Nizzola, R.; Cristoni, A. Il Farmaco 1994, 49, 453-455; Chem. Abstr. 1995, 122, 204918; (d) Ibuka, T.; Schoenfelder, A.; Bildstein, P.; Mann, A. Synth. Commun. 1995, 25, 1777-1782.
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For some examples of the racemic synthesis of baclofen and derivatives see: (a) Kerberle, H.; Faigle, J. W.; Wilhelm, M. Swiss Patent 499,046, Chem. Abstr. 1968, 69, 106273f; (b) Wall, G. M.; Baker, J. K. J. Med. Chem. 1989, 32, 1340-1348; (c) Pifferi, G.; Nizzola, R.; Cristoni, A. Il Farmaco 1994, 49, 453-455; Chem. Abstr. 1995, 122, 204918; (d) Ibuka, T.; Schoenfelder, A.; Bildstein, P.; Mann, A. Synth. Commun. 1995, 25, 1777-1782.
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For some examples of the racemic synthesis of baclofen and derivatives see: (a) Kerberle, H.; Faigle, J. W.; Wilhelm, M. Swiss Patent 499,046, Chem. Abstr. 1968, 69, 106273f; (b) Wall, G. M.; Baker, J. K. J. Med. Chem. 1989, 32, 1340-1348; (c) Pifferi, G.; Nizzola, R.; Cristoni, A. Il Farmaco 1994, 49, 453-455; Chem. Abstr. 1995, 122, 204918; (d) Ibuka, T.; Schoenfelder, A.; Bildstein, P.; Mann, A. Synth. Commun. 1995, 25, 1777-1782.
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For some examples of the racemic synthesis of baclofen and derivatives see: (a) Kerberle, H.; Faigle, J. W.; Wilhelm, M. Swiss Patent 499,046, Chem. Abstr. 1968, 69, 106273f; (b) Wall, G. M.; Baker, J. K. J. Med. Chem. 1989, 32, 1340-1348; (c) Pifferi, G.; Nizzola, R.; Cristoni, A. Il Farmaco 1994, 49, 453-455; Chem. Abstr. 1995, 122, 204918; (d) Ibuka, T.; Schoenfelder, A.; Bildstein, P.; Mann, A. Synth. Commun. 1995, 25, 1777-1782.
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For some examples of the asymmetric synthesis of (-)-baclofen and derivatives see: (a)
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For some examples of the asymmetric synthesis of (-)-baclofen and derivatives see: (a) Chênevert, R.; Desjardins, M. Tetrahedron. Lett. 1991, 32, 4249-4250; (b) Herdeis, C.; Hubmann, H. P. Tetrahedron: Asymmetry 1992, 3, 1213-1221; (c) Schoenfelder, A.; Mann, A.; Le Coz, S. Synlett 1993, 63-64; (d) Chênevert, R.; Desjardins, M. Can. J. Chem. 1994, 72, 2312-2317; (e) Prager, R. H.; Schafer, K.; Hamon, D. P. C.; Massy-Westropp, R. A. Tetrahedron 1995, 51, 11465-11472; (f) Yoshifuji, S.; Kaname, M. Chem. Pharm. Bull. 1995, 43, 1302-1306; (g) Langlois, N.; Dahuron, N.; Wang, H.-S. Tetrahedron 1996, 52, 15117-15126; (h) Mazzini, C.; Lebreton, J.; Alphand, V.; Furstoss, R. Tetrahedron Lett. 1997, 38, 1195-1196; (i) Brenna, E.; Carraccia, N.; Fuganti, C.; Fuganti, D.; Graselli, P. Tetrahedron: Asymmetry 1997, 8, 3801-3805.
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(b)
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For some examples of the asymmetric synthesis of (-)-baclofen and derivatives see: (a) Chênevert, R.; Desjardins, M. Tetrahedron. Lett. 1991, 32, 4249-4250; (b) Herdeis, C.; Hubmann, H. P. Tetrahedron: Asymmetry 1992, 3, 1213-1221; (c) Schoenfelder, A.; Mann, A.; Le Coz, S. Synlett 1993, 63-64; (d) Chênevert, R.; Desjardins, M. Can. J. Chem. 1994, 72, 2312-2317; (e) Prager, R. H.; Schafer, K.; Hamon, D. P. C.; Massy-Westropp, R. A. Tetrahedron 1995, 51, 11465-11472; (f) Yoshifuji, S.; Kaname, M. Chem. Pharm. Bull. 1995, 43, 1302-1306; (g) Langlois, N.; Dahuron, N.; Wang, H.-S. Tetrahedron 1996, 52, 15117-15126; (h) Mazzini, C.; Lebreton, J.; Alphand, V.; Furstoss, R. Tetrahedron Lett. 1997, 38, 1195-1196; (i) Brenna, E.; Carraccia, N.; Fuganti, C.; Fuganti, D.; Graselli, P. Tetrahedron: Asymmetry 1997, 8, 3801-3805.
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Hubmann, H.P.2
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85040160485
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(c)
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For some examples of the asymmetric synthesis of (-)-baclofen and derivatives see: (a) Chênevert, R.; Desjardins, M. Tetrahedron. Lett. 1991, 32, 4249-4250; (b) Herdeis, C.; Hubmann, H. P. Tetrahedron: Asymmetry 1992, 3, 1213-1221; (c) Schoenfelder, A.; Mann, A.; Le Coz, S. Synlett 1993, 63-64; (d) Chênevert, R.; Desjardins, M. Can. J. Chem. 1994, 72, 2312-2317; (e) Prager, R. H.; Schafer, K.; Hamon, D. P. C.; Massy-Westropp, R. A. Tetrahedron 1995, 51, 11465-11472; (f) Yoshifuji, S.; Kaname, M. Chem. Pharm. Bull. 1995, 43, 1302-1306; (g) Langlois, N.; Dahuron, N.; Wang, H.-S. Tetrahedron 1996, 52, 15117-15126; (h) Mazzini, C.; Lebreton, J.; Alphand, V.; Furstoss, R. Tetrahedron Lett. 1997, 38, 1195-1196; (i) Brenna, E.; Carraccia, N.; Fuganti, C.; Fuganti, D.; Graselli, P. Tetrahedron: Asymmetry 1997, 8, 3801-3805.
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Schoenfelder, A.1
Mann, A.2
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0028532754
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(d)
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For some examples of the asymmetric synthesis of (-)-baclofen and derivatives see: (a) Chênevert, R.; Desjardins, M. Tetrahedron. Lett. 1991, 32, 4249-4250; (b) Herdeis, C.; Hubmann, H. P. Tetrahedron: Asymmetry 1992, 3, 1213-1221; (c) Schoenfelder, A.; Mann, A.; Le Coz, S. Synlett 1993, 63-64; (d) Chênevert, R.; Desjardins, M. Can. J. Chem. 1994, 72, 2312-2317; (e) Prager, R. H.; Schafer, K.; Hamon, D. P. C.; Massy-Westropp, R. A. Tetrahedron 1995, 51, 11465-11472; (f) Yoshifuji, S.; Kaname, M. Chem. Pharm. Bull. 1995, 43, 1302-1306; (g) Langlois, N.; Dahuron, N.; Wang, H.-S. Tetrahedron 1996, 52, 15117-15126; (h) Mazzini, C.; Lebreton, J.; Alphand, V.; Furstoss, R. Tetrahedron Lett. 1997, 38, 1195-1196; (i) Brenna, E.; Carraccia, N.; Fuganti, C.; Fuganti, D.; Graselli, P. Tetrahedron: Asymmetry 1997, 8, 3801-3805.
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Desjardins, M.2
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0029151755
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(e)
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For some examples of the asymmetric synthesis of (-)-baclofen and derivatives see: (a) Chênevert, R.; Desjardins, M. Tetrahedron. Lett. 1991, 32, 4249-4250; (b) Herdeis, C.; Hubmann, H. P. Tetrahedron: Asymmetry 1992, 3, 1213-1221; (c) Schoenfelder, A.; Mann, A.; Le Coz, S. Synlett 1993, 63-64; (d) Chênevert, R.; Desjardins, M. Can. J. Chem. 1994, 72, 2312-2317; (e) Prager, R. H.; Schafer, K.; Hamon, D. P. C.; Massy-Westropp, R. A. Tetrahedron 1995, 51, 11465-11472; (f) Yoshifuji, S.; Kaname, M. Chem. Pharm. Bull. 1995, 43, 1302-1306; (g) Langlois, N.; Dahuron, N.; Wang, H.-S. Tetrahedron 1996, 52, 15117-15126; (h) Mazzini, C.; Lebreton, J.; Alphand, V.; Furstoss, R. Tetrahedron Lett. 1997, 38, 1195-1196; (i) Brenna, E.; Carraccia, N.; Fuganti, C.; Fuganti, D.; Graselli, P. Tetrahedron: Asymmetry 1997, 8, 3801-3805.
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Massy-Westropp, R.A.4
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24
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0029050117
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(f)
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For some examples of the asymmetric synthesis of (-)-baclofen and derivatives see: (a) Chênevert, R.; Desjardins, M. Tetrahedron. Lett. 1991, 32, 4249-4250; (b) Herdeis, C.; Hubmann, H. P. Tetrahedron: Asymmetry 1992, 3, 1213-1221; (c) Schoenfelder, A.; Mann, A.; Le Coz, S. Synlett 1993, 63-64; (d) Chênevert, R.; Desjardins, M. Can. J. Chem. 1994, 72, 2312-2317; (e) Prager, R. H.; Schafer, K.; Hamon, D. P. C.; Massy-Westropp, R. A. Tetrahedron 1995, 51, 11465-11472; (f) Yoshifuji, S.; Kaname, M. Chem. Pharm. Bull. 1995, 43, 1302-1306; (g) Langlois, N.; Dahuron, N.; Wang, H.-S. Tetrahedron 1996, 52, 15117-15126; (h) Mazzini, C.; Lebreton, J.; Alphand, V.; Furstoss, R. Tetrahedron Lett. 1997, 38, 1195-1196; (i) Brenna, E.; Carraccia, N.; Fuganti, C.; Fuganti, D.; Graselli, P. Tetrahedron: Asymmetry 1997, 8, 3801-3805.
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Yoshifuji, S.1
Kaname, M.2
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25
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0030602254
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(g)
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For some examples of the asymmetric synthesis of (-)-baclofen and derivatives see: (a) Chênevert, R.; Desjardins, M. Tetrahedron. Lett. 1991, 32, 4249-4250; (b) Herdeis, C.; Hubmann, H. P. Tetrahedron: Asymmetry 1992, 3, 1213-1221; (c) Schoenfelder, A.; Mann, A.; Le Coz, S. Synlett 1993, 63-64; (d) Chênevert, R.; Desjardins, M. Can. J. Chem. 1994, 72, 2312-2317; (e) Prager, R. H.; Schafer, K.; Hamon, D. P. C.; Massy-Westropp, R. A. Tetrahedron 1995, 51, 11465-11472; (f) Yoshifuji, S.; Kaname, M. Chem. Pharm. Bull. 1995, 43, 1302-1306; (g) Langlois, N.; Dahuron, N.; Wang, H.-S. Tetrahedron 1996, 52, 15117-15126; (h) Mazzini, C.; Lebreton, J.; Alphand, V.; Furstoss, R. Tetrahedron Lett. 1997, 38, 1195-1196; (i) Brenna, E.; Carraccia, N.; Fuganti, C.; Fuganti, D.; Graselli, P. Tetrahedron: Asymmetry 1997, 8, 3801-3805.
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Wang, H.-S.3
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26
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0031575602
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(h)
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For some examples of the asymmetric synthesis of (-)-baclofen and derivatives see: (a) Chênevert, R.; Desjardins, M. Tetrahedron. Lett. 1991, 32, 4249-4250; (b) Herdeis, C.; Hubmann, H. P. Tetrahedron: Asymmetry 1992, 3, 1213-1221; (c) Schoenfelder, A.; Mann, A.; Le Coz, S. Synlett 1993, 63-64; (d) Chênevert, R.; Desjardins, M. Can. J. Chem. 1994, 72, 2312-2317; (e) Prager, R. H.; Schafer, K.; Hamon, D. P. C.; Massy-Westropp, R. A. Tetrahedron 1995, 51, 11465-11472; (f) Yoshifuji, S.; Kaname, M. Chem. Pharm. Bull. 1995, 43, 1302-1306; (g) Langlois, N.; Dahuron, N.; Wang, H.-S. Tetrahedron 1996, 52, 15117-15126; (h) Mazzini, C.; Lebreton, J.; Alphand, V.; Furstoss, R. Tetrahedron Lett. 1997, 38, 1195-1196; (i) Brenna, E.; Carraccia, N.; Fuganti, C.; Fuganti, D.; Graselli, P. Tetrahedron: Asymmetry 1997, 8, 3801-3805.
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Furstoss, R.4
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For some examples of the asymmetric synthesis of (-)-baclofen and derivatives see: (a) Chênevert, R.; Desjardins, M. Tetrahedron. Lett. 1991, 32, 4249-4250; (b) Herdeis, C.; Hubmann, H. P. Tetrahedron: Asymmetry 1992, 3, 1213-1221; (c) Schoenfelder, A.; Mann, A.; Le Coz, S. Synlett 1993, 63-64; (d) Chênevert, R.; Desjardins, M. Can. J. Chem. 1994, 72, 2312-2317; (e) Prager, R. H.; Schafer, K.; Hamon, D. P. C.; Massy-Westropp, R. A. Tetrahedron 1995, 51, 11465-11472; (f) Yoshifuji, S.; Kaname, M. Chem. Pharm. Bull. 1995, 43, 1302-1306; (g) Langlois, N.; Dahuron, N.; Wang, H.-S. Tetrahedron 1996, 52, 15117-15126; (h) Mazzini, C.; Lebreton, J.; Alphand, V.; Furstoss, R. Tetrahedron Lett. 1997, 38, 1195-1196; (i) Brenna, E.; Carraccia, N.; Fuganti, C.; Fuganti, D.; Graselli, P. Tetrahedron: Asymmetry 1997, 8, 3801-3805.
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0011231534
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The chiral base was prepared according to a procedure described by
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The chiral base was prepared according to a procedure described by Eleveld, M. B.; Hogeveen, H.; Schudde, E. P. J. Org. Chem. 1986, 51, 3635-3642; see also, Marshall, J. A.; Lebreton, J. J. Am. Chem. Soc. 1988, 110, 2925-2931.
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0023906601
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see also
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The chiral base was prepared according to a procedure described by Eleveld, M. B.; Hogeveen, H.; Schudde, E. P. J. Org. Chem. 1986, 51, 3635-3642; see also, Marshall, J. A.; Lebreton, J. J. Am. Chem. Soc. 1988, 110, 2925-2931.
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D -156.
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(c) for the preparation of the Zn-Cu couple see:
-
(c) for the preparation of the Zn-Cu couple see: Brady, W. T.; Liddell, H. G.; Vaughan, W. L. J. Org. Chem. 1966, 31, 626-628.
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(1966)
J. Org. Chem.
, vol.31
, pp. 626-628
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Brady, W.T.1
Liddell, H.G.2
Vaughan, W.L.3
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