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1
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0038375539
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For current examples and leading references to the synthesis of substituted biologically active proline natural products, see: (a) Stapon, A.; Li, R.; Townsend, C. A. J. Am. Chem. Soc. 2003, 125, 8486-8493.
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0037189184
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(b) Makino, K.; Kondoh, A.; Hamada, Y. Tetrahedron Lett. 2002, 43, 4695-4698.
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(d) Nakao, Y.; Maki, T.; Matsunaga, S.; van Soest, R. W. M.; Fusetani, N. Tetrahedron 2000, 56, 8977-8987.
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Nakao, Y.1
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Fusetani, N.5
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7
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0036569586
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For the synthesis of a substituted, nonnatural biologically active proline, see: Hanessian, S.; Bayrakdarian, M.; Luo, X. H. J. Am. Chem. Soc. 2002, 124, 4716-4721.
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8
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0037164661
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For current examples and leading references to the synthesis of substituted prolines using nucleophilic displacement or addition reactions, see: (a) Flamant-Robin, C.; Wang, Q.; Chiaroni, A.; Sasaki, N. A. Tetrahedron 2002, 58, 10475-10484.
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Flamant-Robin, C.1
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Chiaroni, A.3
Sasaki, N.A.4
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9
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0037156417
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(b) Pellegrini, N.; Schmitt, M.; Guery, S.; Bourguignon, J.-J. Tetrahedron Lett. 2002, 43, 3243-3246.
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Pellegrini, N.1
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10
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0037189262
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(c) Taylor, C. M.; Barker, W. D.; Weir, C. A.; Park, J. H. J. Org. Chem. 2002, 67, 4466-4474.
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Taylor, C.M.1
Barker, W.D.2
Weir, C.A.3
Park, J.H.4
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12
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0037134195
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(e) Jacobsen, M. F.; Turks, M.; Hazell, R.; Skrydstrup, T. J. Org. Chem. 2002, 67, 2411-2417.
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Jacobsen, M.F.1
Turks, M.2
Hazell, R.3
Skrydstrup, T.4
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0035905144
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(f) Lee, J. H.; Kang, J. E.; Yang, M. S.; Kang, K. Y.; Park, K. H. Tetrahedron 2001, 57, 10071-10076.
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Lee, J.H.1
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Park, K.H.5
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14
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(g) Knight, D. W.; Redfern, A. L.; Gilmore, J. J. Chem. Soc., Perkin Trans. 1 2001, 2874-2883.
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Knight, D.W.1
Redfern, A.L.2
Gilmore, J.3
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(h) Wang, Q.; Dau, M.-E. T. H.; Sasaki, N. A.; Potier, P. Tetrahedron 2001, 57, 6455-6462.
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Wang, Q.1
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17
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0037112719
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For current examples and leading references to the synthesis of substituted prolines using [3 + 2] cycloadditions, see: (a) Gothelf, A. S.; Gothelf, K. V.; Hazell, R. G.; Jorgensen, K. A. Angew. Chem., Int. Ed. 2002, 41, 4236-4238.
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Hazell, R.G.3
Jorgensen, K.A.4
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18
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0037016983
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(b) Gu, Y. G.; Xu, Y.; Krueger, A. C.; Madigan, D.; Sham, H. L. Tetrahedron Lett. 2002, 43, 955-957.
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Gu, Y.G.1
Xu, Y.2
Krueger, A.C.3
Madigan, D.4
Sham, H.L.5
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19
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0037039945
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(c) Merino, I.; Laxmi, S.; Florez, J.; Barluenga, J.; Ezquerra, J.; Pedregal, C. J. Org. Chem. 2002, 67, 648-655.
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Merino, I.1
Laxmi, S.2
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Barluenga, J.4
Ezquerra, J.5
Pedregal, C.6
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(d) Chinchilla, R.; Falvello, L. R.; Galindo, N.; Najeria, C. Eur. J. Org. Chem. 2001, 3133-3140.
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Chinchilla, R.1
Falvello, L.R.2
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Najeria, C.4
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(e) Casas, J.; Grigg, R.; Najera, C.; Sansano, J. M. Eur. J. Org. Chem. 2002, 1971-1982.
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Casas, J.1
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22
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0037459690
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For current examples and leading references to the synthesis of substituted prolines using amino-zinc-enolate carbometalation reactions, see: (a) Karoyan, P.; Quancard, J.; Vaissermann, J.; Chassaing, G. J. Org. Chem. 2003, 68, 2256-2265.
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Karoyan, P.1
Quancard, J.2
Vaissermann, J.3
Chassaing, G.4
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25
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0037007709
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For current examples and leading references to the synthesis of substituted prolines using Rh-catalysts, see: (d) Davis, F. A.; Fang, T.; Goswami, R. Org. Lett. 2002, 4, 1599-1602.
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(e) Li, G.-Y.; Chen, J.; Yu, W.-Y. Hong, W.; Che, C.-M. Org. Lett. 2003, 5, 2153-2156.
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Che, C.-M.5
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27
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0037899655
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For a current example and leading references to the synthesis of substituted prolines using radical cyclizations, see: Agami, C.; Comesse, S.; Guesne, S.; Kadouri-Puchot, C.; Martinon, L. Synlett 2003, 7, 1058-1060.
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Angle, S. R.; Bernier, D. S.; ElSaid, N. A.; Jones, D. E.; Shaw, S. Z. Tetrahedron Lett. 1998, 39, 3919-3922.
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Angle, S. R.; Bernier, D. S.; Chann, K.; Jones, D. E.; Kim, M.; Neitzel, M. L.; White, S. L. Tetrahedron Lett. 1998, 39, 8195-8198.
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Unpublished results from our laboratories
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3042752529
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note
-
Amino alcohol 10d is commercially available from Lancaster, Windham, NH. Amino alcohol 10e is commercially available from Aldrich, Milwaukee, WI.
-
-
-
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37
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0000417174
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3042831492
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See Supporting Information for the ORTEP diagram of proline 17
-
See Supporting Information for the ORTEP diagram of proline 17.
-
-
-
-
43
-
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3042836149
-
-
See Supporting Information for the ORTEP diagram of proline 19
-
See Supporting Information for the ORTEP diagram of proline 19.
-
-
-
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44
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3042833876
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Ph.D. Dissertation, University of California, Riverside
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3042829250
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note
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Commercially Available from Aldrich, Milwaukee, WI.
-
-
-
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48
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0041807380
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Griffith, W. P.; Ley, S. V.; Whitcombe, G. P.; White, A. D. J. Chem. Soc., Chem. Commun. 1987, 1625-1627.
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