-
1
-
-
14644392139
-
-
For reviews of morphine syntheses, see: a
-
For reviews of morphine syntheses, see: (a) Zezula, J.; Hudlicky, T. Synlett 2005, 388.
-
(2005)
Synlett
, pp. 388
-
-
Zezula, J.1
Hudlicky, T.2
-
2
-
-
36549021420
-
-
Harmata, M, Ed, Academic Press: Oxford
-
(b) Taber, D. F.; Neubert, T. D.; Schlecht, M. F. In Strategies and Tactics in Organic Synthesis, Vol. 5; Harmata, M., Ed.; Academic Press: Oxford, 2004, 353-389.
-
(2004)
Strategies and Tactics in Organic Synthesis
, vol.5
, pp. 353-389
-
-
Taber, D.F.1
Neubert, T.D.2
Schlecht, M.F.3
-
4
-
-
0034042314
-
-
(d) Novak, B. H.; Hudlicky, T.; Reed, J. W.; Mulzer, J.; Trauner, D. Curr. Org. Chem. 2000, 4, 343.
-
(2000)
Curr. Org. Chem
, vol.4
, pp. 343
-
-
Novak, B.H.1
Hudlicky, T.2
Reed, J.W.3
Mulzer, J.4
Trauner, D.5
-
5
-
-
77957814614
-
-
Hudlicky, T.; Butora, G.; Fearnley, S. P.; Gum, A. G.; Stabile, M. R. A Historical Perspective of Morphine Syntheses, In Studies in Natural Product Chemistry, 18; Atta-ur-Rahman, Ed.; Elsevier: Amsterdam, 1996, 43-154.
-
(e) Hudlicky, T.; Butora, G.; Fearnley, S. P.; Gum, A. G.; Stabile, M. R. A Historical Perspective of Morphine Syntheses, In Studies in Natural Product Chemistry, Vol. 18; Atta-ur-Rahman, Ed.; Elsevier: Amsterdam, 1996, 43-154.
-
-
-
-
6
-
-
36549034150
-
-
Organic Synthesis Highlights II; Waldmann, H., Ed.; VCH: Weinheim, 1995, 407.
-
(f) Organic Synthesis Highlights II; Waldmann, H., Ed.; VCH: Weinheim, 1995, 407.
-
-
-
-
7
-
-
0003643883
-
-
Waldmann, H, Ed, VCH: Weinheim
-
(g) Maier, M. Organic Synthesis Highlights II; Waldmann, H., Ed.; VCH: Weinheim, 1995, 357-369.
-
(1995)
Organic Synthesis Highlights II
, pp. 357-369
-
-
Maier, M.1
-
8
-
-
0037164053
-
-
(a) Taber, D. F.; Neubert, T. D.; Rheingold, A. L. J. Am. Chem. Soc. 2002, 124, 12416.
-
(2002)
J. Am. Chem. Soc
, vol.124
, pp. 12416
-
-
Taber, D.F.1
Neubert, T.D.2
Rheingold, A.L.3
-
9
-
-
36549021420
-
-
Harmata, M, Ed, Academic Press: Oxford
-
(b) Taber, D. F.; Neubert, T. D.; Schlecht, M. F. In Strategies and Tactics in Organic Synthesis, Vol. 5; Harmata, M., Ed.; Academic Press: Oxford, 2004, 353-389.
-
(2004)
Strategies and Tactics in Organic Synthesis
, vol.5
, pp. 353-389
-
-
Taber, D.F.1
Neubert, T.D.2
Schlecht, M.F.3
-
14
-
-
0030569320
-
-
(a) Butora, G.; Hudlicky, T.; Fearnley, S. P.; Gum, A. G.; Stabile, M. R.; Abboud, K. A. Tetrahedron Lett. 1996, 37, 8155.
-
(1996)
Tetrahedron Lett
, vol.37
, pp. 8155
-
-
Butora, G.1
Hudlicky, T.2
Fearnley, S.P.3
Gum, A.G.4
Stabile, M.R.5
Abboud, K.A.6
-
15
-
-
0031597452
-
-
(b) Butora, G.; Hudlicky, T.; Fearnley, S. P.; Stabile, M. R.; Gum, A. G.; Gonzalez, D. Synthesis 1998, 665.
-
(1998)
Synthesis
, pp. 665
-
-
Butora, G.1
Hudlicky, T.2
Fearnley, S.P.3
Stabile, M.R.4
Gum, A.G.5
Gonzalez, D.6
-
16
-
-
0027764253
-
-
(a) Hong, C. Y.; Kado, N.; Overman, L. E. J. Am. Chem. Soc. 1993, 115, 11028.
-
(1993)
J. Am. Chem. Soc
, vol.115
, pp. 11028
-
-
Hong, C.Y.1
Kado, N.2
Overman, L.E.3
-
17
-
-
0027752860
-
-
(b) Heerding, D. A.; Hong, C. Y.; Kado, N.; Look, G. C.; Overman, L. E. J. Org. Chem. 1993, 58, 6947.
-
(1993)
J. Org. Chem
, vol.58
, pp. 6947
-
-
Heerding, D.A.1
Hong, C.Y.2
Kado, N.3
Look, G.C.4
Overman, L.E.5
-
21
-
-
27144524460
-
-
(d) Trost, B. M.; Tang, W.; Toste, F. D. J. Am. Chem. Soc. 2005, 127, 14785.
-
(2005)
J. Am. Chem. Soc
, vol.127
, pp. 14785
-
-
Trost, B.M.1
Tang, W.2
Toste, F.D.3
-
23
-
-
9744266749
-
-
Hsin, L.-W.; Chang, L.-T.; Chen, C.-W.; Hsu, C.-H.; Chen, H.-W. Tetrahedron 2005, 61, 513.
-
(2005)
Tetrahedron
, vol.61
, pp. 513
-
-
Hsin, L.-W.1
Chang, L.-T.2
Chen, C.-W.3
Hsu, C.-H.4
Chen, H.-W.5
-
24
-
-
0000171881
-
-
(a) Frey, D. A.; Duan, C.; Hudlicky, T. Org. Lett. 1999, 1, 2085.
-
(1999)
Org. Lett
, vol.1
, pp. 2085
-
-
Frey, D.A.1
Duan, C.2
Hudlicky, T.3
-
25
-
-
0034344095
-
-
(b) Frey, D. A.; Duan, C.; Ghiviriga, I.; Hudlicky, T. Coll. Czech. Chem. Commun. 2000, 65, 561.
-
(2000)
Coll. Czech. Chem. Commun
, vol.65
, pp. 561
-
-
Frey, D.A.1
Duan, C.2
Ghiviriga, I.3
Hudlicky, T.4
-
26
-
-
0033241266
-
-
Botari, P.; Endoma, M. A.; Hudlicky, T.; Ghiviriga, I.; Abboud, K. A. Coll. Czech. Chem. Commun. 1999, 64, 203.
-
(1999)
Coll. Czech. Chem. Commun
, vol.64
, pp. 203
-
-
Botari, P.1
Endoma, M.A.2
Hudlicky, T.3
Ghiviriga, I.4
Abboud, K.A.5
-
27
-
-
0028926609
-
-
Stabile, M. R.; Hudlicky, T.; Meisels, M. L. Tetrahedron: Asymmetry 1995, 6, 537.
-
(1995)
Tetrahedron: Asymmetry
, vol.6
, pp. 537
-
-
Stabile, M.R.1
Hudlicky, T.2
Meisels, M.L.3
-
28
-
-
0030733065
-
-
For synthesis of octahydroisoquinolines by electrochemical cyclizations, see
-
For synthesis of octahydroisoquinolines by electrochemical cyclizations, see: Endoma, M. A.; Butora, G.; Claeboe, C. D.; Hudlicky, T. Tetrahedron Lett. 1997, 38, 8833.
-
(1997)
Tetrahedron Lett
, vol.38
, pp. 8833
-
-
Endoma, M.A.1
Butora, G.2
Claeboe, C.D.3
Hudlicky, T.4
-
29
-
-
36549085425
-
-
For the conversion of 5 into 15, see: Zezula, J. PhD Thesis; University of Florida: USA, 2003.
-
For the conversion of 5 into 15, see: Zezula, J. PhD Thesis; University of Florida: USA, 2003.
-
-
-
-
30
-
-
33745892397
-
-
Ghosh, S.; Kinney, W. A.; Gauthier, D. A.; Lawson, E. C.; Hudlicky, T.; Maryanoff, B. E. Can. J. Chem. 2006, 84, 555.
-
(2006)
Can. J. Chem
, vol.84
, pp. 555
-
-
Ghosh, S.1
Kinney, W.A.2
Gauthier, D.A.3
Lawson, E.C.4
Hudlicky, T.5
Maryanoff, B.E.6
-
31
-
-
0013798333
-
-
Okuda, S.; Yamaguchi, S.; Tsuda, K. Chem. Pharm. Bull. 1965, 13, 1092.
-
(1965)
Chem. Pharm. Bull
, vol.13
, pp. 1092
-
-
Okuda, S.1
Yamaguchi, S.2
Tsuda, K.3
-
33
-
-
0019134280
-
-
(b) Evans, D. A.; Mitch, C. H.; Thomas, R. C.; Zimmerman, D. M.; Robey, R. L. J. Am. Chem. Soc. 1980, 102, 5955.
-
(1980)
J. Am. Chem. Soc
, vol.102
, pp. 5955
-
-
Evans, D.A.1
Mitch, C.H.2
Thomas, R.C.3
Zimmerman, D.M.4
Robey, R.L.5
-
34
-
-
0021915174
-
-
Schultz, A. G.; Lucci, R. D.; Napier, J. J.; Kinoshita, H.; Ravichandran, R.; Shannon, P.; Yee, Y. K. J. Org. Chem. 1985, 50, 217.
-
(1985)
J. Org. Chem
, vol.50
, pp. 217
-
-
Schultz, A.G.1
Lucci, R.D.2
Napier, J.J.3
Kinoshita, H.4
Ravichandran, R.5
Shannon, P.6
Yee, Y.K.7
-
36
-
-
36549076836
-
-
For the description of model studies see ref. 1a
-
For the description of model studies see ref. 1a.
-
-
-
-
38
-
-
0001202593
-
-
(b) Rapoport, H.; Nauman, R.; Bissell, E. R.; Bonner, R. M. J. Org. Chem. 1950, 15, 1103.
-
(1950)
J. Org. Chem
, vol.15
, pp. 1103
-
-
Rapoport, H.1
Nauman, R.2
Bissell, E.R.3
Bonner, R.M.4
-
39
-
-
0006864507
-
-
Stereochemistry of C-10 hydroxyl: Rapoport, H.; Masamune, S. J. Am. Chem. Soc. 1955, 77, 4330.
-
(c) Stereochemistry of C-10 hydroxyl: Rapoport, H.; Masamune, S. J. Am. Chem. Soc. 1955, 77, 4330.
-
-
-
-
42
-
-
0014510892
-
-
Takeda, M.; Inoue, H.; Kugita, H. Tetrahedron 1969, 25, 1839.
-
(1969)
Tetrahedron
, vol.25
, pp. 1839
-
-
Takeda, M.1
Inoue, H.2
Kugita, H.3
-
43
-
-
0014517122
-
-
(a) Kugita, H.; Takeda, M.; Inoue, H. Tetrahedron 1969, 25, 1851.
-
(1969)
Tetrahedron
, vol.25
, pp. 1851
-
-
Kugita, H.1
Takeda, M.2
Inoue, H.3
-
44
-
-
0014853219
-
-
(b) Kugita, H.; Takeda, M.; Inoue, H. J. Med. Chem. 1970, 13, 973.
-
(1970)
J. Med. Chem
, vol.13
, pp. 973
-
-
Kugita, H.1
Takeda, M.2
Inoue, H.3
-
45
-
-
36549080397
-
-
It is likely that the hydrogenation of neopine-type compounds only proceeds to the natural configuration at C-14 in systems containing the full phenanthrene core, which is not the case with 14 or 15. The scarcity of material precluded us from performing the C-10-C-11 closure prior to hydrogenation
-
It is likely that the hydrogenation of neopine-type compounds only proceeds to the natural configuration at C-14 in systems containing the full phenanthrene core, which is not the case with 14 or 15. The scarcity of material precluded us from performing the C-10-C-11 closure prior to hydrogenation.
-
-
-
|