-
1
-
-
0000632376
-
-
(a) Romeo, J. T.; Swain, L. A.; Bleecker, A. B. Phytochemistry 1983, 22, 1615.
-
(1983)
Phytochemistry
, vol.22
, pp. 1615
-
-
Romeo, J.T.1
Swain, L.A.2
Bleecker, A.B.3
-
4
-
-
0001117193
-
-
(b) Vanderhaeghe, H.; Janssen, G.; Compernolle, F. Tetrahedron Lett. 1971, 12, 2687.
-
(1971)
Tetrahedron Lett.
, vol.12
, pp. 2687
-
-
Vanderhaeghe, H.1
Janssen, G.2
Compernolle, F.3
-
6
-
-
34447263053
-
-
Aiello, A.; Fattorusso, E.; Giordano, A.; Menna, M.; Müller, W. E. G.; Perović-Ottstadt, S.; Schröder, H. C. Bioorg. Med. Chem. 2007, 15, 5877.
-
(2007)
Bioorg. Med. Chem.
, vol.15
, pp. 5877
-
-
Aiello, A.1
Fattorusso, E.2
Giordano, A.3
Menna, M.4
Müller, W.E.G.5
Perović-Ottstadt, S.6
Schröder, H.C.7
-
8
-
-
0000909406
-
-
Evans, S. V.; Shing, T. K.; Aplin, R. T.; Fellows, L. E.; Fleet, G. W. J. Phytochemistry 1985, 24, 2593.
-
(1985)
Phytochemistry
, vol.24
, pp. 2593
-
-
Evans, S.V.1
Shing, T.K.2
Aplin, R.T.3
Fellows, L.E.4
Fleet, G.W.J.5
-
9
-
-
0025296462
-
-
(a) Copeland, T. D.; Wondrak, E. M.; Toszer, J.; Roberts, M. M.; Oroszlan, S. Biochem. Biophys. Res. Commun. 1990, 169, 310.
-
(1990)
Biochem. Biophys. Res. Commun.
, vol.169
, pp. 310
-
-
Copeland, T.D.1
Wondrak, E.M.2
Toszer, J.3
Roberts, M.M.4
Oroszlan, S.5
-
10
-
-
15844367449
-
-
(b) Dragovich, P. S.; Parker, J. E.; French, J.; Inbacuan, M.; Kalish, V. J.; Kissinger, C. R.; Knighton, D. R.; Lewis, C. T.; Moomaw, E. W.; Parge, H. E.; Pelletier, L. A. K.; Prins, T. J.; Showalter, R. E.; Tatlock, J. H.; Tucker, K. D.; Villafranca, J. E. J. Med. Chem. 1996, 39, 1872.
-
(1996)
J. Med. Chem.
, vol.39
, pp. 1872
-
-
Dragovich, P.S.1
Parker, J.E.2
French, J.3
Inbacuan, M.4
Kalish, V.J.5
Kissinger, C.R.6
Knighton, D.R.7
Lewis, C.T.8
Moomaw, E.W.9
Parge, H.E.10
Pelletier, L.A.K.11
Prins, T.J.12
Showalter, R.E.13
Tatlock, J.H.14
Tucker, K.D.15
Villafranca, J.E.16
-
11
-
-
0029871116
-
-
(c) Gillard, J.; Abraham, A.; Anderson, P. C.; Beaulieu, P. L.; Bogri, T.; Bousquet, Y.; Grenier, L.; Guse, Y.; Lavellée, P. J. Org. Chem. 1996, 61, 2226.
-
(1996)
J. Org. Chem.
, vol.61
, pp. 2226
-
-
Gillard, J.1
Abraham, A.2
Anderson, P.C.3
Beaulieu, P.L.4
Bogri, T.5
Bousquet, Y.6
Grenier, L.7
Guse, Y.8
Lavellée, P.9
-
13
-
-
0029962102
-
-
(e) Skiles, J. W.; Giannousis, P. P.; Fales, K. R. Bioorg. Med. Chem. Lett. 1996, 6, 963.
-
(1996)
Bioorg. Med. Chem. Lett.
, vol.6
, pp. 963
-
-
Skiles, J.W.1
Giannousis, P.P.2
Fales, K.R.3
-
14
-
-
0025979690
-
-
(a) Ornstein, P. L.; Schoepp, D. D.; Arnold, M. B.; Leander, J. D.; Lodge, D.; Paschal, J. W.; Elzey, T. J. Med. Chem. 1991, 34, 90.
-
(1991)
J. Med. Chem.
, vol.34
, pp. 90
-
-
Ornstein, P.L.1
Schoepp, D.D.2
Arnold, M.B.3
Leander, J.D.4
Lodge, D.5
Paschal, J.W.6
Elzey, T.7
-
15
-
-
0025895394
-
-
(b) Hays, S. J.; Malone, T. C.; Johnson, G. J. Org. Chem. 1991, 56,4084.
-
(1991)
J. Org. Chem.
, vol.56
, pp. 4084
-
-
Hays, S.J.1
Malone, T.C.2
Johnson, G.3
-
16
-
-
72049094184
-
-
US 5,545
-
(a) Anderson, P. C.; Soucy, F.; Yoakim, C.; Lavallée, P.; Beaulieu, P. L. US 5,545, 640.
-
-
-
Anderson, P.C.1
Soucy, F.2
Yoakim, C.3
Lavallée, P.4
Beaulieu, P.L.5
-
17
-
-
0030902238
-
-
(b) Lamarre, D.; Croteau, G.; Wardrop, E.; Bourgon, L.; Thibeault, D.; Clouette, C.; Vaillancourt, M.; Cohen, E.; Pargellis, C.; Yoakim., C.; Anderson, P. C. Antimicrob. Agents Chemother. 1997, 41, 965.
-
(1997)
Antimicrob. Agents Chemother.
, vol.41
, pp. 965
-
-
Lamarre, D.1
Croteau, G.2
Wardrop, E.3
Bourgon, L.4
Thibeault, D.5
Clouette, C.6
Vaillancourt, M.7
Cohen, E.8
Pargellis, C.9
Yoakim, C.10
Anderson, P.C.11
-
18
-
-
0032474536
-
-
Bellier, B.; Da Nascimiento, S.; Meudal, H.; Gincel, E.; Roques, B. P.; Garbay, C. Bioorg. Med. Chem. Lett. 1998, 8, 1419.
-
(1998)
Bioorg. Med. Chem. Lett.
, vol.8
, pp. 1419
-
-
Bellier, B.1
Da Nascimiento, S.2
Meudal, H.3
Gincel, E.4
Roques, B.P.5
Garbay, C.6
-
19
-
-
23944496414
-
-
For a recent review on the asymmetric synthesis of pipecolic acids and derivatives see: (a) Kadouri-Puchot, C.; Comesse, S. Amino Acids 2005, 29, 101.
-
(2005)
Amino Acids
, vol.29
, pp. 101
-
-
Kadouri-Puchot, C.1
Comesse, S.2
-
20
-
-
33746058243
-
-
(b) Cordero, F. M.; Bonollo, S.; Machetti, F.; Brandi, A. Eur. J. Org. Chem. 2006, 3235.
-
(2006)
Eur. J. Org. Chem.
, pp. 3235
-
-
Cordero, F.M.1
Bonollo, S.2
Machetti, F.3
Brandi, A.4
-
21
-
-
51549119512
-
-
(a) Sun, C.-S.; Lin, Y.-S.; Hou, D.-R.J. Org. Chem. 2008, 73, 6877.
-
(2008)
Org. Chem.
, vol.73
, pp. 6877
-
-
Sun, C.-S.1
Lin, Y.-S.2
Hou, D.-R.J.3
-
22
-
-
0348225179
-
-
(b) Lloyd, R. C.; Lloyd, M. C.; Smith, M. E. B.; Holt, K. E.; Swift, J. P.; Keene, P. A.; Taylor, S. J. C.; McCague, R. Tetrahedron 2004, 60, 717.
-
(2004)
Tetrahedron
, vol.60
, pp. 717
-
-
Lloyd, R.C.1
Lloyd, M.C.2
Smith, M.E.B.3
Holt, K.E.4
Swift, J.P.5
Keene, P.A.6
Taylor, S.J.C.7
McCague, R.8
-
23
-
-
0346731103
-
-
(c) Marin, J.; Didierjean, C.; Aubry, A.; Casimir, J.-R.; Briand, J.-P.; Guichard, G. J. Org. Chem. 2004, 69, 130.
-
(2004)
J. Org. Chem.
, vol.69
, pp. 130
-
-
Marin, J.1
Didierjean, C.2
Aubry, A.3
Casimir, J.-R.4
Briand, J.-P.5
Guichard, G.6
-
24
-
-
0037129405
-
-
(d) Celestini, P.; Danieli, B.; Lesma, G.; Sacchetti, A.; Silvani, A.; Passarella, D.; Virdis, A. Org. Lett. 2002, 4, 1367.
-
(2002)
Org. Lett.
, vol.4
, pp. 1367
-
-
Celestini, P.1
Danieli, B.2
Lesma, G.3
Sacchetti, A.4
Silvani, A.5
Passarella, D.6
Virdis, A.7
-
26
-
-
0034971766
-
-
(f) Agami, C.; Bisaro, F.; Comesse, S.; Guesné, S.; Kadouri-Puchot, C.; Morgentin, R. Eur. J. Org. Chem. 2001, 2385.
-
(2001)
Eur. J. Org. Chem.
, pp. 2385
-
-
Agami, C.1
Bisaro, F.2
Comesse, S.3
Guesné, S.4
Kadouri-Puchot, C.5
Morgentin, R.6
-
28
-
-
0034528462
-
-
(h) Davis, F. A.; Fang, T.; Chao, B.; Burns, D. M. Synthesis 2000, 2106.
-
(2000)
Synthesis
, pp. 2106
-
-
Davis, F.A.1
Fang, T.2
Chao, B.3
Burns, D.M.4
-
32
-
-
0028929169
-
-
(l) Golubev, A.; Sewald, N.; Burger, K. Tetrahedron Lett. 1995, 36, 2037.
-
(1995)
Tetrahedron Lett.
, vol.36
, pp. 2037
-
-
Golubev, A.1
Sewald, N.2
Burger, K.3
-
34
-
-
0032892259
-
-
(a) Anelli, P. L.; Fedeli, F.; Gazzotti, O.; Lattuada, L.; Lux, G.; Rebasti, F. Bioconjugate Chem. 1999, 10, 137.
-
(1999)
Bioconjugate Chem.
, vol.10
, pp. 137
-
-
Anelli, P.L.1
Fedeli, F.2
Gazzotti, O.3
Lattuada, L.4
Lux, G.5
Rebasti, F.6
-
35
-
-
27144505773
-
-
(b) Chen, H.; Feng, Y.; Xu, Z.; Ye, T. Tetrahedron 2005, 61, 11132.
-
(2005)
Tetrahedron
, vol.61
, pp. 11132
-
-
Chen, H.1
Feng, Y.2
Xu, Z.3
Ye, T.4
-
36
-
-
72049103067
-
-
Purification is not necessary, but a much cleaner lactam is obtained if the protected nitrile is purified by chromatography
-
Purification is not necessary, but a much cleaner lactam is obtained if the protected nitrile is purified by chromatography.
-
-
-
-
38
-
-
34250821664
-
-
and references therein
-
Recent progresses in the use of heterocyclicderived vinyl phosphates: (b) Claveau, E.; Gillaizeau, I.; BIu, J.; Bruel, A.; Coudert, G. J. Org. Chem. 2007, 72,4832; and references therein.
-
(2007)
Org. Chem.
, vol.72
, pp. 4832
-
-
Claveau, E.1
Gillaizeau, I.2
Biu, J.3
Bruel, A.4
Coudert, G.J.5
-
39
-
-
0043076452
-
-
(c) Lo Galbo, F.; Occhiato, E. G.; Guarna, A.; Faggi, C. J. Org. Chem. 2003, 68, 6360.
-
(2003)
J. Org. Chem.
, vol.68
, pp. 6360
-
-
Lo Galbo, F.1
Occhiato, E.G.2
Guarna, A.3
Faggi, C.4
-
40
-
-
0000311627
-
-
Cacchi, S.; Morera, E.; Ortar, G. Tetrahedron Lett. 1985, 26, 1109.
-
(1985)
Tetrahedron Lett.
, vol.26
, pp. 1109
-
-
Cacchi, S.1
Morera, E.2
Ortar, G.3
-
41
-
-
72049086338
-
-
Elimination of ROH to give an α,β,γ,δ-unsaturated ester has been sometime observed by us in the presence of acids, even when compound 10 was stored in fridge and traces of acids were present. The same elimination occurs with phosphate 9
-
Elimination of ROH to give an α,β,γ,δ-unsaturated ester has been sometime observed by us in the presence of acids, even when compound 10 was stored in fridge and traces of acids were present. The same elimination occurs with phosphate 9.
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-
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46
-
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72049111176
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-
3): δ = 4.97 (m, 1 H), 4.90-4.70 (br m, 1 H), 4.30-4.00 (br m, 1 H), 3.74 (s, 3 H), 3.35-3.15 (br m, 1 H), 2.55-2.40 (m, 1 H), 2.40-2.37 (m, 1 H), 2.14-2.05 (m, 1 H), 1.98-1.85 (m, 1 H)
-
3): δ = 4.97 (m, 1 H), 4.90-4.70 (br m, 1 H), 4.30-4.00 (br m, 1 H), 3.74 (s, 3 H), 3.35-3.15 (br m, 1 H), 2.55-2.40 (m, 1 H), 2.40-2.37 (m, 1 H), 2.14-2.05 (m, 1 H), 1.98-1.85 (m, 1 H).
-
-
-
-
47
-
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0025730945
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axial. Enantiopure cis-isomer (2S,4R)-13 has been already prepared by us (see ref. 13) and, in its racemic form, by Hiemstra and Speckamp. See: (a) Esch, P. M.; de Boer, R. F.; Hiemstra, H.; Boska, I. M.; Speckamp, W. N. Tetrahedron 1991, 47, 4063.
-
(1991)
Tetrahedron
, vol.47
, pp. 4063
-
-
Esch, P.M.1
De Boer, R.F.2
Hiemstra, H.3
Boska, I.M.4
Speckamp, W.N.5
-
48
-
-
0025754760
-
-
(b) Esch, P. M.; Boska, I. M.; Hiemstra, H.; de Boer, R. F.; Speckamp, W. N. Tetrahedron 1991, 47, 4039.
-
(1991)
Tetrahedron
, vol.47
, pp. 4039
-
-
Esch, P.M.1
Boska, I.M.2
Hiemstra, H.3
De Boer, R.F.4
Speckamp, W.N.5
-
49
-
-
63849112560
-
-
Bartali, L.; Scarpi, D.; Guarna, A.; Prandi, C.; Occhiato, E. G. Synlett 2009, 913.
-
(2009)
Occhiato, E. G. Synlett
, pp. 913
-
-
Bartali, L.1
Scarpi, D.2
Guarna, A.3
Prandi, C.4
-
50
-
-
0026585919
-
-
(a) Agami, C.; Couty, F.; Poursoulis, M.; Vaissermann, J. Tetrahedron 1992, 48, 431.
-
(1992)
Tetrahedron
, vol.48
, pp. 431
-
-
Agami, C.1
Couty, F.2
Poursoulis, M.3
Vaissermann, J.4
-
51
-
-
0030592758
-
-
(b) Golubev, A. S.; Sewald, N.; Burger, K. Tetrahedron 1996, 52, 14757.
-
(1996)
Tetrahedron
, vol.52
, pp. 14757
-
-
Golubev, A.S.1
Sewald, N.2
Burger, K.3
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