-
1
-
-
0002944551
-
-
Pelletier, S. W., Ed.; Wiley: New York
-
Elbein, A. D.; Molyneux, R. J. In Alkaloids: Chemical and Biological Perspectives; Pelletier, S. W., Ed.; Wiley: New York, 1986; Vol. 5; pp 1-54.
-
(1986)
Alkaloids: Chemical and Biological Perspectives
, vol.5
, pp. 1-54
-
-
Elbein, A.D.1
Molyneux, R.J.2
-
5
-
-
84949066052
-
-
Attaur-Rahman, Ed.; Elsevier: Amsterdam
-
Nishimura, Y. In Studies in Natural Products Chemistry; Attaur-Rahman, Ed.; Elsevier: Amsterdam, 1992; Vol. 10; pp 495-583.
-
(1992)
Studies in Natural Products Chemistry
, vol.10
, pp. 495-583
-
-
Nishimura, Y.1
-
7
-
-
0023639057
-
-
(a) Gruters, R. A.; Neefjes, J. J.; Tersmette, M.; De Goede, R. E. Y.; Tulp, A.; Huisman, H. G.; Miedema, F.; Ploegh, H. L. Nature 1987, 330, 74.
-
(1987)
Nature
, vol.330
, pp. 74
-
-
Gruters, R.A.1
Neefjes, J.J.2
Tersmette, M.3
De Goede, R.E.Y.4
Tulp, A.5
Huisman, H.G.6
Miedema, F.7
Ploegh, H.L.8
-
8
-
-
0023449237
-
-
(b) Walker, B. D.; Kowalski, M.; Goh, W. C.; Kozarsky, K.; Krieger, M.; Rosen, C.; Rohrschneider, L.; Haseltine, W. A.; Sodroski, J. Proc. Natl. Acad. Sci. U.S.A. 1987, 84, 8120.
-
(1987)
Proc. Natl. Acad. Sci. U.S.A.
, vol.84
, pp. 8120
-
-
Walker, B.D.1
Kowalski, M.2
Goh, W.C.3
Kozarsky, K.4
Krieger, M.5
Rosen, C.6
Rohrschneider, L.7
Haseltine, W.A.8
Sodroski, J.9
-
9
-
-
0004200570
-
-
(c) Tyms, A. S.; Berrie, E. M.; Ryder, T. A.; Nash, R. J.; Hegarty, M. P.; Taylor, T. L.; Mobberly, M. A.; Davis, J. M.; Bell, E. A.; Jeffries, D. J.; Taylor-Robinson, D.; Fellows, L. E. Lancet 1987, 1025.
-
(1987)
Lancet
, pp. 1025
-
-
Tyms, A.S.1
Berrie, E.M.2
Ryder, T.A.3
Nash, R.J.4
Hegarty, M.P.5
Taylor, T.L.6
Mobberly, M.A.7
Davis, J.M.8
Bell, E.A.9
Jeffries, D.J.10
Taylor-Robinson, D.11
Fellows, L.E.12
-
10
-
-
0026778733
-
-
Taylor, D. L.; Nash, R.; Fellows, L. E.; Kang, M. S.; Tyms, A. S. Antiviral Chem. Chemother. 1992, 3, 273.
-
(1992)
Antiviral Chem. Chemother.
, vol.3
, pp. 273
-
-
Taylor, D.L.1
Nash, R.2
Fellows, L.E.3
Kang, M.S.4
Tyms, A.S.5
-
11
-
-
0025943456
-
-
For a discussion of the synthesis and biological activity of alexine, australine, and their epimers, see: Pearson, W. H.; Hines, J. V. Tetrahedron Lett. 1991, 32, 5513. This paper reports a synthesis of the naturally occurring alkaloid (+)-7-epiaustraline and unnatural alkaloid (-)-7-epialexine.
-
(1991)
Tetrahedron Lett.
, vol.32
, pp. 5513
-
-
Pearson, W.H.1
Hines, J.V.2
-
12
-
-
0022475489
-
-
(a) Humphries, M. J.; Matsumoto, K.; White, S. L.; Olden, K. Cancer Res. 1986, 46, 5215.
-
(1986)
Cancer Res.
, vol.46
, pp. 5215
-
-
Humphries, M.J.1
Matsumoto, K.2
White, S.L.3
Olden, K.4
-
13
-
-
0023872808
-
-
(b) Ostrander, G. K.; Scribner, N. K.; Rohrschneider, L. R. Cancer Res. 1988, 48, 1091.
-
(1988)
Cancer Res.
, vol.48
, pp. 1091
-
-
Ostrander, G.K.1
Scribner, N.K.2
Rohrschneider, L.R.3
-
14
-
-
0023618219
-
-
(a) Sunkara, P. S.; Bowlin, T. L.; Liu, P. S.; Sjoerdsma, A. Biochem. Biophys. Res. Commun. 1987, 148, 206.
-
(1987)
Biochem. Biophys. Res. Commun.
, vol.148
, pp. 206
-
-
Sunkara, P.S.1
Bowlin, T.L.2
Liu, P.S.3
Sjoerdsma, A.4
-
15
-
-
0024596780
-
-
(b) Ruprecht, R. M.; Mullaney, S.; Andersen, J.; Bronson, R. J. Acquired Immune Defic. Syndr. 1989, 2, 149.
-
(1989)
Acquired Immune Defic. Syndr.
, vol.2
, pp. 149
-
-
Ruprecht, R.M.1
Mullaney, S.2
Andersen, J.3
Bronson, R.J.4
-
16
-
-
0024208195
-
-
(c) Taylor, D. L.; Fellows, L. E.; Farrar, G. H.; Nash, R. J.; Taylor-Robinson, D.; Mobberley, M. A.; Ryder, T. A.; Jeffries, D. J.; Tyms, A. S. Antiviral Res. 1988, 10, 11.
-
(1988)
Antiviral Res.
, vol.10
, pp. 11
-
-
Taylor, D.L.1
Fellows, L.E.2
Farrar, G.H.3
Nash, R.J.4
Taylor-Robinson, D.5
Mobberley, M.A.6
Ryder, T.A.7
Jeffries, D.J.8
Tyms, A.S.9
-
17
-
-
0023639057
-
-
(a) Gruters, R. A.; Neefjes, J. J.; Tersmette, M.; De Goede, R. E. Y.; Tulp, A.; Huisman, H. G.; Miedema, F.; Ploegh, H. L. Nature 1987, 330, 74.
-
(1987)
Nature
, vol.330
, pp. 74
-
-
Gruters, R.A.1
Neefjes, J.J.2
Tersmette, M.3
De Goede, R.E.Y.4
Tulp, A.5
Huisman, H.G.6
Miedema, F.7
Ploegh, H.L.8
-
18
-
-
0023449237
-
-
(b) Walker, B. D.; Kowalski, M.; Goh, W. C.; Kozarsky, K.; Krieger, M.; Rosen, C.; Rohrschneider, L.; Haseltine, W. A.; Sodroski, J. Proc. Natl. Acad. Sci. U.S.A. 1987, 84, 8120.
-
(1987)
Proc. Natl. Acad. Sci. U.S.A.
, vol.84
, pp. 8120
-
-
Walker, B.D.1
Kowalski, M.2
Goh, W.C.3
Kozarsky, K.4
Krieger, M.5
Rosen, C.6
Rohrschneider, L.7
Haseltine, W.A.8
Sodroski, J.9
-
19
-
-
0004200570
-
-
(c) Tyms, A. S.; Berrie, E. M.; Ryder, T. A.; Nash, R. J.; Hegarty, M. P.; Taylor, T. L.; Mobberly, M. A.; Davis, J. M.; Bell, E. A.; Jeffries, D. J.; Taylor-Robinson, D.; Fellows, L. E. Lancet 1987, 1025.
-
(1987)
Lancet
, pp. 1025
-
-
Tyms, A.S.1
Berrie, E.M.2
Ryder, T.A.3
Nash, R.J.4
Hegarty, M.P.5
Taylor, T.L.6
Mobberly, M.A.7
Davis, J.M.8
Bell, E.A.9
Jeffries, D.J.10
Taylor-Robinson, D.11
Fellows, L.E.12
-
20
-
-
0021972048
-
-
(a) Kino, I.; Inamura, N.; Nakahara, K.; Kiyouto, S.; Goto, T.; Terano, H.; Kohsaka, M. J. Antibiot. 1985, 38, 936.
-
(1985)
J. Antibiot.
, vol.38
, pp. 936
-
-
Kino, I.1
Inamura, N.2
Nakahara, K.3
Kiyouto, S.4
Goto, T.5
Terano, H.6
Kohsaka, M.7
-
21
-
-
0000112226
-
-
(b) Humphries, M. J.; Matsumoto, K.; White, S. L.; Olden, K. Proc. Natl. Acat. Sci. U.S.A. 1986, 83, 1752.
-
(1986)
Proc. Natl. Acat. Sci. U.S.A.
, vol.83
, pp. 1752
-
-
Humphries, M.J.1
Matsumoto, K.2
White, S.L.3
Olden, K.4
-
23
-
-
0022475489
-
-
(d) Humphries, M. J.; Matsumoto, K.; White, S. L.; Olden, K. Cancer Res. 1986, 46, 5215.
-
(1986)
Cancer Res.
, vol.46
, pp. 5215
-
-
Humphries, M.J.1
Matsumoto, K.2
White, S.L.3
Olden, K.4
-
24
-
-
0023877318
-
-
(e) Humphries, M. J.; Matsumoto, K.; White, S. L.; Molyneux, R. J.; Olden, K. Cancer Res. 1988, 48, 1410.
-
(1988)
Cancer Res.
, vol.48
, pp. 1410
-
-
Humphries, M.J.1
Matsumoto, K.2
White, S.L.3
Molyneux, R.J.4
Olden, K.5
-
25
-
-
0024309497
-
-
(f) Dennis, J. W.; Koch, K.; Beckner, D. J. Natl. Cancer Inst. 1989, 81, 1028.
-
(1989)
J. Natl. Cancer Inst.
, vol.81
, pp. 1028
-
-
Dennis, J.W.1
Koch, K.2
Beckner, D.3
-
26
-
-
0022006644
-
-
(a) Hino, M.; Nakayama, O.; Tsurumi, Y.; Adachi, K.; Shibata, T.; Terano, H.; Kohsaka, M.; Aoki, H.; Imanaka, J. J. Antibiot. 1985, 38, 926.
-
(1985)
J. Antibiot.
, vol.38
, pp. 926
-
-
Hino, M.1
Nakayama, O.2
Tsurumi, Y.3
Adachi, K.4
Shibata, T.5
Terano, H.6
Kohsaka, M.7
Aoki, H.8
Imanaka, J.9
-
27
-
-
0028347285
-
-
(b) Galustian, C.; Foulds, S.; Dye, J. F.; Guillou, P. J. Immunopharmacology 1994, 27, 165.
-
(1994)
Immunopharmacology
, vol.27
, pp. 165
-
-
Galustian, C.1
Foulds, S.2
Dye, J.F.3
Guillou, P.J.4
-
28
-
-
0024539433
-
-
Cenci Di Bello, I.; Fleet, G.; Namgoong, S. K.; Tadano, K.; Winchester, B. Biochem. J. 1989, 259, 855.
-
(1989)
Biochem. J.
, vol.259
, pp. 855
-
-
Cenci Di Bello, I.1
Fleet, G.2
Namgoong, S.K.3
Tadano, K.4
Winchester, B.5
-
29
-
-
0025300634
-
-
Winchester, B. G.; Cenci di Bello, I.; Richardson, A. C.; Nash, R. J.; Fellows, L. E.; Ramsden, N. G.; Fleet, G. Biochem. J. 1990, 269, 227.
-
(1990)
Biochem. J.
, vol.269
, pp. 227
-
-
Winchester, B.G.1
Cenci Di Bello, I.2
Richardson, A.C.3
Nash, R.J.4
Fellows, L.E.5
Ramsden, N.G.6
Fleet, G.7
-
31
-
-
0027523670
-
-
Winchester, B.; Al Daher, S.; Carpenter, N. C.; Cenci Di Bello, I.; Choi, S. S.; Fairbanks, A. J.; Fleet, G. W. J. Biochem. J. 1993, 290, 743.
-
(1993)
Biochem. J.
, vol.290
, pp. 743
-
-
Winchester, B.1
Al Daher, S.2
Carpenter, N.C.3
Cenci Di Bello, I.4
Choi, S.S.5
Fairbanks, A.J.6
Fleet, G.W.J.7
-
32
-
-
0025873459
-
-
(a) Gradnig, G.; Berger, A.; Grassberger, V.; Stuetz, A. E.; Legler, G. Tetrahedron Lett. 1991, 32, 4889.
-
(1991)
Tetrahedron Lett.
, vol.32
, pp. 4889
-
-
Gradnig, G.1
Berger, A.2
Grassberger, V.3
Stuetz, A.E.4
Legler, G.5
-
33
-
-
0026040945
-
-
(b) Liu, P. S.; Rogers, R. S.; Kang, M. S.; Sunkara, P. S. Tetrahedron Lett. 1991, 32, 5853.
-
(1991)
Tetrahedron Lett.
, vol.32
, pp. 5853
-
-
Liu, P.S.1
Rogers, R.S.2
Kang, M.S.3
Sunkara, P.S.4
-
34
-
-
0028853464
-
-
See also: (c) Herczegh, P.; Kovács, I.; Szilágyi, L.; Sztaricskai, F.; Berecibar, A.; Riche, C.; Chiaroni, A.; Olesker, A.; Lukacs, G. Tetrahedron 1995, 57, 2969.
-
(1995)
Tetrahedron
, vol.57
, pp. 2969
-
-
Herczegh, P.1
Kovács, I.2
Szilágyi, L.3
Sztaricskai, F.4
Berecibar, A.5
Riche, C.6
Chiaroni, A.7
Olesker, A.8
Lukacs, G.9
-
35
-
-
0001399740
-
-
See also: (d) Marquart, A. L.; Podlogar, B. L.; Huber, E. W.; Demeter, D. A.; Peet, N. P.; Weintraub, H. J. R.; Angelastro, M. R. J. Org. Chem. 1994, 59, 2092.
-
(1994)
J. Org. Chem.
, vol.59
, pp. 2092
-
-
Marquart, A.L.1
Podlogar, B.L.2
Huber, E.W.3
Demeter, D.A.4
Peet, N.P.5
Weintraub, H.J.R.6
Angelastro, M.R.7
-
36
-
-
0027764304
-
-
See the preceding paper in this Journal, as well as: (a) Pearson, W. H.; Hembre, E. J. Tetrahedron Lett. 1993, 34, 8221. See also: (b) Hamana, H.; Ikota, N.; Ganem, B. J. Org. Chem 1987, 52, 5492. (c) Rassu, G.; Casiraghi, G.; Pinna, L.; Spannu, P.; Ulgheri, F. Tetrahedron 1993, 49, 6627.
-
(1993)
Tetrahedron Lett.
, vol.34
, pp. 8221
-
-
Pearson, W.H.1
Hembre, E.J.2
-
37
-
-
0023618648
-
-
See the preceding paper in this Journal, as well as: (a) Pearson, W. H.; Hembre, E. J. Tetrahedron Lett. 1993, 34, 8221. See also: (b) Hamana, H.; Ikota, N.; Ganem, B. J. Org. Chem 1987, 52, 5492. (c) Rassu, G.; Casiraghi, G.; Pinna, L.; Spannu, P.; Ulgheri, F. Tetrahedron 1993, 49, 6627.
-
(1987)
J. Org. Chem
, vol.52
, pp. 5492
-
-
Hamana, H.1
Ikota, N.2
Ganem, B.3
-
38
-
-
0027218925
-
-
See the preceding paper in this Journal, as well as: (a) Pearson, W. H.; Hembre, E. J. Tetrahedron Lett. 1993, 34, 8221. See also: (b) Hamana, H.; Ikota, N.; Ganem, B. J. Org. Chem 1987, 52, 5492. (c) Rassu, G.; Casiraghi, G.; Pinna, L.; Spannu, P.; Ulgheri, F. Tetrahedron 1993, 49, 6627.
-
(1993)
Tetrahedron
, vol.49
, pp. 6627
-
-
Rassu, G.1
Casiraghi, G.2
Pinna, L.3
Spannu, P.4
Ulgheri, F.5
-
39
-
-
0024829461
-
-
Carpenter, N. M.; Fleet, G. W.; Cenci di Bello, I.; Winchester, B.; Fellows, L. E.; Nash, R. J. Tetrahedron Lett. 1989, 30, 7261.
-
(1989)
Tetrahedron Lett.
, vol.30
, pp. 7261
-
-
Carpenter, N.M.1
Fleet, G.W.2
Cenci Di Bello, I.3
Winchester, B.4
Fellows, L.E.5
Nash, R.J.6
-
41
-
-
16044363687
-
-
note
-
2,16
-
-
-
-
42
-
-
0023894613
-
-
Nash, R. J.; Fellows, L. E.; Dring, J. V.; Fleet, G. W. J.; Derome, A. E.; Hamor, T. A.; Scofield, A. M.; Watkin, D. J. Tetrahedron Lett. 1988, 29, 2487.
-
(1988)
Tetrahedron Lett.
, vol.29
, pp. 2487
-
-
Nash, R.J.1
Fellows, L.E.2
Dring, J.V.3
Fleet, G.W.J.4
Derome, A.E.5
Hamor, T.A.6
Scofield, A.M.7
Watkin, D.J.8
-
43
-
-
0023711473
-
-
Nash, R. J.; Fellows, L. E.; Plant, A. C.; Fleet, G. W. J.; Derome, A. E.; Baird, P. D.; Hegarty, M. P.; Scofield, A. M. Tetrahedron 1988, 44, 5959.
-
(1988)
Tetrahedron
, vol.44
, pp. 5959
-
-
Nash, R.J.1
Fellows, L.E.2
Plant, A.C.3
Fleet, G.W.J.4
Derome, A.E.5
Baird, P.D.6
Hegarty, M.P.7
Scofield, A.M.8
-
44
-
-
0001988638
-
-
Nash, R. J.; Fellows, L. E.; Dring, J. V.; Fleet, G. W. J.; Girdhar, A.; Ramsden, N. G.; Peach, J. M.; Hegarty, M. P.; Scofield, A. M. Phytochemistry 1990, 29, 111.
-
(1990)
Phytochemistry
, vol.29
, pp. 111
-
-
Nash, R.J.1
Fellows, L.E.2
Dring, J.V.3
Fleet, G.W.J.4
Girdhar, A.5
Ramsden, N.G.6
Peach, J.M.7
Hegarty, M.P.8
Scofield, A.M.9
-
45
-
-
0001167970
-
-
Scofield, A. M.; Rossiter, J. T.; Witham, P.; Kite, G. C.; Nash, R. J.; Fellows, L. E. Phytochemistry 1990, 29, 107.
-
(1990)
Phytochemistry
, vol.29
, pp. 107
-
-
Scofield, A.M.1
Rossiter, J.T.2
Witham, P.3
Kite, G.C.4
Nash, R.J.5
Fellows, L.E.6
-
46
-
-
0024245410
-
-
Molyneux, R. J.; Benson, M.; Wong, R. Y.; Tropea, J. E.; Elbein, A. D. J. Nat. Prod. 1988, 51, 1198.
-
(1988)
J. Nat. Prod.
, vol.51
, pp. 1198
-
-
Molyneux, R.J.1
Benson, M.2
Wong, R.Y.3
Tropea, J.E.4
Elbein, A.D.5
-
47
-
-
0024596298
-
-
Tropea, J. E.; Molyneux, R. J.; Kaushal, G. P.; Pan, Y. T.; Mitchell, M.; Elbein, A. D. Biochemistry 1989, 28, 2027.
-
(1989)
Biochemistry
, vol.28
, pp. 2027
-
-
Tropea, J.E.1
Molyneux, R.J.2
Kaushal, G.P.3
Pan, Y.T.4
Mitchell, M.5
Elbein, A.D.6
-
48
-
-
0003171303
-
-
PCT Int. Appl. WO GB Appl. 89/7,-951
-
(a) Fellows, L.; Nash, R. PCT Int. Appl. WO GB Appl. 89/7,-951. Chem. Abstr. 1990, 114, 143777f.
-
(1990)
Chem. Abstr.
, vol.114
-
-
Fellows, L.1
Nash, R.2
-
49
-
-
0000093696
-
-
U.S. Pat. Appl. US 289,907
-
(b) Elbein, A. D.; Tropea, J. E.; Molyneux, R. J. U.S. Pat. Appl. US 289,907. Chem. Abstr. 1990, 113, 91444p.
-
(1990)
Chem. Abstr.
, vol.113
, pp. 91444
-
-
Elbein, A.D.1
Tropea, J.E.2
Molyneux, R.J.3
-
50
-
-
16044374488
-
-
note
-
See preceding paper in this journal. Although an azide-olefin cyclization approach to the indolizidine backbone would not suffer the undesired aromatization encountered in the quinolizidine work, this chemistry was not pursued since it would allow access to only one diastereomer of 7-10.
-
-
-
-
51
-
-
0022386225
-
-
For related one-pot double cyclizations using azido-epoxides or amino-epoxides, see: (a) Setoi, H.; Takeno, H.; Hashimoto, M. J. Org. Chem. 1985, 50, 3948. (b) Setoi, H.; Takeno, H.; Hashimoto, M. Tetrahedron Lett. 1985, 26, 4617. (c) Kim, Y. G.; Cha, J. K. Tetrahedron Lett. 1989, 30, 5721. (d) Pearson, W. H.; Bergmeier, S. C.; Williams, J. P. J. Org. Chem. 1992, 57, 3977. (e) Ina, H.; Kibayashi, C. J. Org. Chem. 1993, 58, 52. (f) Jirousek, M. R.; Cheung, A. W.-H.; Babine, R. E.; Sass, P. M.; Schow, S. R.; Wick, M. M. Tetrahedron Lett. 1993, 34, 3671. (g) Kim, N.-S.; Choi, J.-R.; Cha, J. K. J. Org. Chem 1993, 58, 7096. (h) Poitout, L.; Le Merrer, Y.; Depezay, J.-C. Tetrahedron Lett. 1994, 35, 3293. (i) Lohray, B. B.; Jayamma, Y.; Chatterjee, M. J. Org. Chem. 1995, 60, 5958.
-
(1985)
J. Org. Chem.
, vol.50
, pp. 3948
-
-
Setoi, H.1
Takeno, H.2
Hashimoto, M.3
-
52
-
-
0001711955
-
-
For related one-pot double cyclizations using azido-epoxides or amino-epoxides, see: (a) Setoi, H.; Takeno, H.; Hashimoto, M. J. Org. Chem. 1985, 50, 3948. (b) Setoi, H.; Takeno, H.; Hashimoto, M. Tetrahedron Lett. 1985, 26, 4617. (c) Kim, Y. G.; Cha, J. K. Tetrahedron Lett. 1989, 30, 5721. (d) Pearson, W. H.; Bergmeier, S. C.; Williams, J. P. J. Org. Chem. 1992, 57, 3977. (e) Ina, H.; Kibayashi, C. J. Org. Chem. 1993, 58, 52. (f) Jirousek, M. R.; Cheung, A. W.-H.; Babine, R. E.; Sass, P. M.; Schow, S. R.; Wick, M. M. Tetrahedron Lett. 1993, 34, 3671. (g) Kim, N.-S.; Choi, J.-R.; Cha, J. K. J. Org. Chem 1993, 58, 7096. (h) Poitout, L.; Le Merrer, Y.; Depezay, J.-C. Tetrahedron Lett. 1994, 35, 3293. (i) Lohray, B. B.; Jayamma, Y.; Chatterjee, M. J. Org. Chem. 1995, 60, 5958.
-
(1985)
Tetrahedron Lett.
, vol.26
, pp. 4617
-
-
Setoi, H.1
Takeno, H.2
Hashimoto, M.3
-
53
-
-
0024424618
-
-
For related one-pot double cyclizations using azido-epoxides or amino-epoxides, see: (a) Setoi, H.; Takeno, H.; Hashimoto, M. J. Org. Chem. 1985, 50, 3948. (b) Setoi, H.; Takeno, H.; Hashimoto, M. Tetrahedron Lett. 1985, 26, 4617. (c) Kim, Y. G.; Cha, J. K. Tetrahedron Lett. 1989, 30, 5721. (d) Pearson, W. H.; Bergmeier, S. C.; Williams, J. P. J. Org. Chem. 1992, 57, 3977. (e) Ina, H.; Kibayashi, C. J. Org. Chem. 1993, 58, 52. (f) Jirousek, M. R.; Cheung, A. W.-H.; Babine, R. E.; Sass, P. M.; Schow, S. R.; Wick, M. M. Tetrahedron Lett. 1993, 34, 3671. (g) Kim, N.-S.; Choi, J.-R.; Cha, J. K. J. Org. Chem 1993, 58, 7096. (h) Poitout, L.; Le Merrer, Y.; Depezay, J.-C. Tetrahedron Lett. 1994, 35, 3293. (i) Lohray, B. B.; Jayamma, Y.; Chatterjee, M. J. Org. Chem. 1995, 60, 5958.
-
(1989)
Tetrahedron Lett.
, vol.30
, pp. 5721
-
-
Kim, Y.G.1
Cha, J.K.2
-
54
-
-
0026736545
-
-
For related one-pot double cyclizations using azido-epoxides or amino-epoxides, see: (a) Setoi, H.; Takeno, H.; Hashimoto, M. J. Org. Chem. 1985, 50, 3948. (b) Setoi, H.; Takeno, H.; Hashimoto, M. Tetrahedron Lett. 1985, 26, 4617. (c) Kim, Y. G.; Cha, J. K. Tetrahedron Lett. 1989, 30, 5721. (d) Pearson, W. H.; Bergmeier, S. C.; Williams, J. P. J. Org. Chem. 1992, 57, 3977. (e) Ina, H.; Kibayashi, C. J. Org. Chem. 1993, 58, 52. (f) Jirousek, M. R.; Cheung, A. W.-H.; Babine, R. E.; Sass, P. M.; Schow, S. R.; Wick, M. M. Tetrahedron Lett. 1993, 34, 3671. (g) Kim, N.-S.; Choi, J.-R.; Cha, J. K. J. Org. Chem 1993, 58, 7096. (h) Poitout, L.; Le Merrer, Y.; Depezay, J.-C. Tetrahedron Lett. 1994, 35, 3293. (i) Lohray, B. B.; Jayamma, Y.; Chatterjee, M. J. Org. Chem. 1995, 60, 5958.
-
(1992)
J. Org. Chem.
, vol.57
, pp. 3977
-
-
Pearson, W.H.1
Bergmeier, S.C.2
Williams, J.P.3
-
55
-
-
0027399984
-
-
For related one-pot double cyclizations using azido-epoxides or amino-epoxides, see: (a) Setoi, H.; Takeno, H.; Hashimoto, M. J. Org. Chem. 1985, 50, 3948. (b) Setoi, H.; Takeno, H.; Hashimoto, M. Tetrahedron Lett. 1985, 26, 4617. (c) Kim, Y. G.; Cha, J. K. Tetrahedron Lett. 1989, 30, 5721. (d) Pearson, W. H.; Bergmeier, S. C.; Williams, J. P. J. Org. Chem. 1992, 57, 3977. (e) Ina, H.; Kibayashi, C. J. Org. Chem. 1993, 58, 52. (f) Jirousek, M. R.; Cheung, A. W.-H.; Babine, R. E.; Sass, P. M.; Schow, S. R.; Wick, M. M. Tetrahedron Lett. 1993, 34, 3671. (g) Kim, N.-S.; Choi, J.-R.; Cha, J. K. J. Org. Chem 1993, 58, 7096. (h) Poitout, L.; Le Merrer, Y.; Depezay, J.-C. Tetrahedron Lett. 1994, 35, 3293. (i) Lohray, B. B.; Jayamma, Y.; Chatterjee, M. J. Org. Chem. 1995, 60, 5958.
-
(1993)
J. Org. Chem.
, vol.58
, pp. 52
-
-
Ina, H.1
Kibayashi, C.2
-
56
-
-
0027193284
-
-
For related one-pot double cyclizations using azido-epoxides or amino-epoxides, see: (a) Setoi, H.; Takeno, H.; Hashimoto, M. J. Org. Chem. 1985, 50, 3948. (b) Setoi, H.; Takeno, H.; Hashimoto, M. Tetrahedron Lett. 1985, 26, 4617. (c) Kim, Y. G.; Cha, J. K. Tetrahedron Lett. 1989, 30, 5721. (d) Pearson, W. H.; Bergmeier, S. C.; Williams, J. P. J. Org. Chem. 1992, 57, 3977. (e) Ina, H.; Kibayashi, C. J. Org. Chem. 1993, 58, 52. (f) Jirousek, M. R.; Cheung, A. W.-H.; Babine, R. E.; Sass, P. M.; Schow, S. R.; Wick, M. M. Tetrahedron Lett. 1993, 34, 3671. (g) Kim, N.-S.; Choi, J.-R.; Cha, J. K. J. Org. Chem 1993, 58, 7096. (h) Poitout, L.; Le Merrer, Y.; Depezay, J.-C. Tetrahedron Lett. 1994, 35, 3293. (i) Lohray, B. B.; Jayamma, Y.; Chatterjee, M. J. Org. Chem. 1995, 60, 5958.
-
(1993)
Tetrahedron Lett.
, vol.34
, pp. 3671
-
-
Jirousek, M.R.1
Cheung, A.W.-H.2
Babine, R.E.3
Sass, P.M.4
Schow, S.R.5
Wick, M.M.6
-
57
-
-
0027751768
-
-
For related one-pot double cyclizations using azido-epoxides or amino-epoxides, see: (a) Setoi, H.; Takeno, H.; Hashimoto, M. J. Org. Chem. 1985, 50, 3948. (b) Setoi, H.; Takeno, H.; Hashimoto, M. Tetrahedron Lett. 1985, 26, 4617. (c) Kim, Y. G.; Cha, J. K. Tetrahedron Lett. 1989, 30, 5721. (d) Pearson, W. H.; Bergmeier, S. C.; Williams, J. P. J. Org. Chem. 1992, 57, 3977. (e) Ina, H.; Kibayashi, C. J. Org. Chem. 1993, 58, 52. (f) Jirousek, M. R.; Cheung, A. W.-H.; Babine, R. E.; Sass, P. M.; Schow, S. R.; Wick, M. M. Tetrahedron Lett. 1993, 34, 3671. (g) Kim, N.-S.; Choi, J.-R.; Cha, J. K. J. Org. Chem 1993, 58, 7096. (h) Poitout, L.; Le Merrer, Y.; Depezay, J.-C. Tetrahedron Lett. 1994, 35, 3293. (i) Lohray, B. B.; Jayamma, Y.; Chatterjee, M. J. Org. Chem. 1995, 60, 5958.
-
(1993)
J. Org. Chem
, vol.58
, pp. 7096
-
-
Kim, N.-S.1
Choi, J.-R.2
Cha, J.K.3
-
58
-
-
0028261065
-
-
For related one-pot double cyclizations using azido-epoxides or amino-epoxides, see: (a) Setoi, H.; Takeno, H.; Hashimoto, M. J. Org. Chem. 1985, 50, 3948. (b) Setoi, H.; Takeno, H.; Hashimoto, M. Tetrahedron Lett. 1985, 26, 4617. (c) Kim, Y. G.; Cha, J. K. Tetrahedron Lett. 1989, 30, 5721. (d) Pearson, W. H.; Bergmeier, S. C.; Williams, J. P. J. Org. Chem. 1992, 57, 3977. (e) Ina, H.; Kibayashi, C. J. Org. Chem. 1993, 58, 52. (f) Jirousek, M. R.; Cheung, A. W.-H.; Babine, R. E.; Sass, P. M.; Schow, S. R.; Wick, M. M. Tetrahedron Lett. 1993, 34, 3671. (g) Kim, N.-S.; Choi, J.-R.; Cha, J. K. J. Org. Chem 1993, 58, 7096. (h) Poitout, L.; Le Merrer, Y.; Depezay, J.-C. Tetrahedron Lett. 1994, 35, 3293. (i) Lohray, B. B.; Jayamma, Y.; Chatterjee, M. J. Org. Chem. 1995, 60, 5958.
-
(1994)
Tetrahedron Lett.
, vol.35
, pp. 3293
-
-
Poitout, L.1
Le Merrer, Y.2
Depezay, J.-C.3
-
59
-
-
0029088080
-
-
For related one-pot double cyclizations using azido-epoxides or amino-epoxides, see: (a) Setoi, H.; Takeno, H.; Hashimoto, M. J. Org. Chem. 1985, 50, 3948. (b) Setoi, H.; Takeno, H.; Hashimoto, M. Tetrahedron Lett. 1985, 26, 4617. (c) Kim, Y. G.; Cha, J. K. Tetrahedron Lett. 1989, 30, 5721. (d) Pearson, W. H.; Bergmeier, S. C.; Williams, J. P. J. Org. Chem. 1992, 57, 3977. (e) Ina, H.; Kibayashi, C. J. Org. Chem. 1993, 58, 52. (f) Jirousek, M. R.; Cheung, A. W.-H.; Babine, R. E.; Sass, P. M.; Schow, S. R.; Wick, M. M. Tetrahedron Lett. 1993, 34, 3671. (g) Kim, N.-S.; Choi, J.-R.; Cha, J. K. J. Org. Chem 1993, 58, 7096. (h) Poitout, L.; Le Merrer, Y.; Depezay, J.-C. Tetrahedron Lett. 1994, 35, 3293. (i) Lohray, B. B.; Jayamma, Y.; Chatterjee, M. J. Org. Chem. 1995, 60, 5958.
-
(1995)
J. Org. Chem.
, vol.60
, pp. 5958
-
-
Lohray, B.B.1
Jayamma, Y.2
Chatterjee, M.3
-
60
-
-
16044372994
-
-
note
-
We initially investigated the use of an azido-chloro-alkene epoxidation precursor similar to that used in the quinolizidine work (see preceding paper in this journal). However, the Wittig olefination of lactol 15 proved problematic, leading primarily to elimination products.
-
-
-
-
61
-
-
0001084227
-
-
Kawana, M.; Kuzuhara, H.; Emoto, S. Bull. Chem. Soc. Jpn. 1981, 54, 1492.
-
(1981)
Bull. Chem. Soc. Jpn.
, vol.54
, pp. 1492
-
-
Kawana, M.1
Kuzuhara, H.2
Emoto, S.3
-
62
-
-
0000458879
-
-
Boschetti, A.; Nicotra, F.; Panza, L.; Giovanni, R. J. Org. Chem. 1988, 53, 4181.
-
(1988)
Org. Chem.
, vol.53
, pp. 4181
-
-
Boschetti, A.1
Nicotra, F.2
Panza, L.3
Giovanni, R.J.4
-
64
-
-
0025866233
-
-
Curtis, N. R.; Holmes, A. B.; Looney, M. G. Tetrahedron 1991, 47, 7171.
-
(1991)
Tetrahedron
, vol.47
, pp. 7171
-
-
Curtis, N.R.1
Holmes, A.B.2
Looney, M.G.3
-
67
-
-
0025177356
-
-
For reports of similar epoxidations of allylic ethers, see: (a) Wang, Z.; Schreiber, S. L. Tetrahedron Lett. 1990, 31, 31. (b) Erickson, S. D.; Still, W. C. Tetrahedron Lett. 1990, 31, 4253. (c) Coutts, S. J.; Wittman, M. D.; Kallmerten, J. Tetrahedron Lett. 1990, 31, 4301.
-
(1990)
Tetrahedron Lett.
, vol.31
, pp. 31
-
-
Wang, Z.1
Schreiber, S.L.2
-
68
-
-
0025277534
-
-
For reports of similar epoxidations of allylic ethers, see: (a) Wang, Z.; Schreiber, S. L. Tetrahedron Lett. 1990, 31, 31. (b) Erickson, S. D.; Still, W. C. Tetrahedron Lett. 1990, 31, 4253. (c) Coutts, S. J.; Wittman, M. D.; Kallmerten, J. Tetrahedron Lett. 1990, 31, 4301.
-
(1990)
Tetrahedron Lett.
, vol.31
, pp. 4253
-
-
Erickson, S.D.1
Still, W.C.2
-
69
-
-
0025289944
-
-
For reports of similar epoxidations of allylic ethers, see: (a) Wang, Z.; Schreiber, S. L. Tetrahedron Lett. 1990, 31, 31. (b) Erickson, S. D.; Still, W. C. Tetrahedron Lett. 1990, 31, 4253. (c) Coutts, S. J.; Wittman, M. D.; Kallmerten, J. Tetrahedron Lett. 1990, 31, 4301.
-
(1990)
Tetrahedron Lett.
, vol.31
, pp. 4301
-
-
Coutts, S.J.1
Wittman, M.D.2
Kallmerten, J.3
-
71
-
-
0022591270
-
-
(b) Schreiber, S. L.; Sammakia, T.; Hulin, B.; Schulte, G. J. Am. Chem. Soc. 1986, 108, 2106.
-
(1986)
J. Am. Chem. Soc.
, vol.108
, pp. 2106
-
-
Schreiber, S.L.1
Sammakia, T.2
Hulin, B.3
Schulte, G.4
-
72
-
-
16044368484
-
-
note
-
Note that the structure of 18E shown in Scheme 5 differs from the structure of 18E′ in Scheme 4 in two ways. First, the alkene π-face exposed to oxidant is different for each. Second, each lactone has a different ester π-face on the periphery of the ring. Structures with the same orientation of the ester but with different alkene π-faces exposed were higher in energy.
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-
-
-
73
-
-
16044364137
-
-
note
-
The biological activity of 7-epialexine has not been reported. The screens performed by Nash et al. used potato amylose as the substrate, rather than p-nitrophenyl-α-glucopyranoside.
-
-
-
-
74
-
-
0000761191
-
-
Adams, R., Ed.; Wiley: New York
-
Wolff, H. In Organic Reactions; Adams, R., Ed.; Wiley: New York, 1946; Vol. 3, pp 307-336.
-
(1946)
Organic Reactions
, vol.3
, pp. 307-336
-
-
Wolff, H.1
-
75
-
-
0002714675
-
-
Still, W. C.; Kahn, M.; Mitra, A. J. Org. Chem. 1978, 43, 2923.
-
(1978)
J. Org. Chem.
, vol.43
, pp. 2923
-
-
Still, W.C.1
Kahn, M.2
Mitra, A.3
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