-
2
-
-
0005773331
-
-
Pelletier, S. W., Ed.; Elsevier Science, Ltd.: Oxford, Chapter 4
-
(b) Hartmann, T.; Witte, L. In Alkaloids: Chemical and Biological Perspectives; Pelletier, S. W., Ed.; Elsevier Science, Ltd.: Oxford, 1995; Vol. 9, Chapter 4.
-
(1995)
Alkaloids: Chemical and Biological Perspectives
, vol.9
-
-
Hartmann, T.1
Witte, L.2
-
3
-
-
0004285183
-
-
World Health Organization: Geneva
-
(c) Pyrrolizidine Alkaloids; World Health Organization: Geneva, 1988.
-
(1988)
Pyrrolizidine Alkaloids
-
-
-
5
-
-
0034607947
-
-
(e) Asano, N.; Nash, R. J.; Molyneux, R. J.; Fleet, G. W. J. Tetrahedron: Asymmetry 2000, 11, 1645-1680.
-
(2000)
Tetrahedron: Asymmetry
, vol.11
, pp. 1645-1680
-
-
Asano, N.1
Nash, R.J.2
Molyneux, R.J.3
Fleet, G.W.J.4
-
15
-
-
0032504134
-
-
Kanazawa, A.; Gillet, S.; Delair, P.; Greene, A. E. J. Org. Chem. 1998, 63, 4660-4663.
-
(1998)
J. Org. Chem.
, vol.63
, pp. 4660-4663
-
-
Kanazawa, A.1
Gillet, S.2
Delair, P.3
Greene, A.E.4
-
16
-
-
0033582675
-
-
Delair, P.; Brot, E.; Kanazawa, A.; Greene, A. E. J. Org. Chem. 1999, 64, 1383-1386.
-
(1999)
J. Org. Chem.
, vol.64
, pp. 1383-1386
-
-
Delair, P.1
Brot, E.2
Kanazawa, A.3
Greene, A.E.4
-
17
-
-
0034693119
-
-
(a) Pourashraf, M.; Delair, P.; Rasmussen, M.; Greene, A. E. J. Org. Chem. 2000, 65, 6966-6972.
-
(2000)
J. Org. Chem.
, vol.65
, pp. 6966-6972
-
-
Pourashraf, M.1
Delair, P.2
Rasmussen, M.3
Greene, A.E.4
-
18
-
-
0035838877
-
-
(b) Rasmussen, M.; Delair, P.; Greene, A. E. J. Org. Chem. 2001, 66, 5438-5443.
-
(2001)
J. Org. Chem.
, vol.66
, pp. 5438-5443
-
-
Rasmussen, M.1
Delair, P.2
Greene, A.E.3
-
19
-
-
0043231395
-
-
For a preliminary account of a portion of this work, see: Roche, C.; Delair, P.; Greene, A. E. Org. Lett. 2003, 5, 1741-1744.
-
(2003)
Org. Lett.
, vol.5
, pp. 1741-1744
-
-
Roche, C.1
Delair, P.2
Greene, A.E.3
-
20
-
-
0031731160
-
-
Huong, D. T. T.; Martin, M.-T.; Litaudon, M.; Sévenet, T.; Païs, M. J. Nat. Prod. 1998, 61, 1444-1446.
-
(1998)
J. Nat. Prod.
, vol.61
, pp. 1444-1446
-
-
Huong, D.T.T.1
Martin, M.-T.2
Litaudon, M.3
Sévenet, T.4
Païs, M.5
-
26
-
-
0001278517
-
-
Ohsawa, T.; Ihara, M.; Fukumoto, K.; Kametani, T. J. Org. Chem. 1983, 48, 3644-3648.
-
(1983)
J. Org. Chem.
, vol.48
, pp. 3644-3648
-
-
Ohsawa, T.1
Ihara, M.2
Fukumoto, K.3
Kametani, T.4
-
27
-
-
0021435139
-
-
Narasaka, K.; Sakakura, T.; Uchimaru, T.; Guédin-Vuong, D. J. Am. Chem. Soc. 1984, 106, 2954-2961.
-
(1984)
J. Am. Chem. Soc.
, vol.106
, pp. 2954-2961
-
-
Narasaka, K.1
Sakakura, T.2
Uchimaru, T.3
Guédin-Vuong, D.4
-
28
-
-
0001570148
-
-
Vedejs, E.; Larsen, S.; West, G. W. J. Org. Chem. 1985, 50, 2170-2174.
-
(1985)
J. Org. Chem.
, vol.50
, pp. 2170-2174
-
-
Vedejs, E.1
Larsen, S.2
West, G.W.3
-
30
-
-
0021211116
-
-
(b) Buchanan, J. G.; Singh, G.; Wightman, R. H. J. Chem. Soc., Chem. Commun. 1984, 1299-1300.
-
(1984)
J. Chem. Soc., Chem. Commun.
, pp. 1299-1300
-
-
Buchanan, J.G.1
Singh, G.2
Wightman, R.H.3
-
32
-
-
0022392616
-
-
(d) Nishimura, Y.; Kondo, S.; Umezawa, H. J. Org. Chem. 1985, 50, 5210-5214.
-
(1985)
J. Org. Chem.
, vol.50
, pp. 5210-5214
-
-
Nishimura, Y.1
Kondo, S.2
Umezawa, H.3
-
33
-
-
0022492562
-
-
(e) Niwa, H.; Miyachi, Y.; Okamoto, O.; Uosaki, Y.; Yamada, K. Tetrahedron Lett. 1986, 27, 4605-4608.
-
(1986)
Tetrahedron Lett.
, vol.27
, pp. 4605-4608
-
-
Niwa, H.1
Miyachi, Y.2
Okamoto, O.3
Uosaki, Y.4
Yamada, K.5
-
34
-
-
37049067632
-
-
(f) Buchanan, J. G.; Jigajinni, V. B.; Singh, G.; Wightman, R. H. J. Chem. Soc., Perkin Trans. 1 1987, 2377-2384.
-
(1987)
J. Chem. Soc., Perkin Trans. 1
, pp. 2377-2384
-
-
Buchanan, J.G.1
Jigajinni, V.B.2
Singh, G.3
Wightman, R.H.4
-
35
-
-
0023194697
-
-
(g) Niwa, H.; Okamoto, O.; Miyachi, Y.; Uosaki, Y.; Yamada, K. J. Org. Chem. 1987, 52, 2941-2943.
-
(1987)
J. Org. Chem.
, vol.52
, pp. 2941-2943
-
-
Niwa, H.1
Okamoto, O.2
Miyachi, Y.3
Uosaki, Y.4
Yamada, K.5
-
36
-
-
37049069225
-
-
(h) Shishido, K.; Sukegawa, Y.; Fukumoto, K.; Kametani, T. J. Chem. Soc., Perkin Trans. 1 1987, 993-1002.
-
(1987)
J. Chem. Soc., Perkin Trans. 1
, pp. 993-1002
-
-
Shishido, K.1
Sukegawa, Y.2
Fukumoto, K.3
Kametani, T.4
-
37
-
-
0023882588
-
-
(i) Kametani, T.; Yukawa, H.; Honda, T. J. Chem. Soc., Chem. Commun. 1988, 685-686.
-
(1988)
J. Chem. Soc., Chem. Commun.
, pp. 685-686
-
-
Kametani, T.1
Yukawa, H.2
Honda, T.3
-
38
-
-
0026592973
-
-
(j) Niwa, H.; Miyachi, Y.; Okamoto, O.; Uosaki, Y.; Kuroda, A.; Ishiwata, H.; Yamada, K. Tetrahedron 1992, 48, 393-412.
-
(1992)
Tetrahedron
, vol.48
, pp. 393-412
-
-
Niwa, H.1
Miyachi, Y.2
Okamoto, O.3
Uosaki, Y.4
Kuroda, A.5
Ishiwata, H.6
Yamada, K.7
-
40
-
-
1642281926
-
-
(l) For a synthesis of the ent-form, see: Huang, J.-M. H.; Hong, S.-H.; Wu, K.-L.; Tsai, Y.-M. Tetrahedron Lett. 2004, 45, 3047-3050.
-
(2004)
Tetrahedron Lett.
, vol.45
, pp. 3047-3050
-
-
Huang, J.-M.H.1
Hong, S.-H.2
Wu, K.-L.3
Tsai, Y.-M.4
-
41
-
-
0024451049
-
-
(m) For an asymmetric formal synthesis, see: Nagao, Y.; Dai, W.-M.; Ochiai, M.; Shiro, M. J. Org. Chem. 1989, 54, 5211-5217.
-
(1989)
J. Org. Chem.
, vol.54
, pp. 5211-5217
-
-
Nagao, Y.1
Dai, W.-M.2
Ochiai, M.3
Shiro, M.4
-
42
-
-
0023926562
-
-
Cooper, J.; Gallagher, P. T.; Knight, D. W. J. Chem. Soc., Chem. Commun. 1988, 509-510.
-
(1988)
J. Chem. Soc., Chem. Commun.
, pp. 509-510
-
-
Cooper, J.1
Gallagher, P.T.2
Knight, D.W.3
-
45
-
-
33748731566
-
-
Kanazawa, A.; Delair, P.; Pourashraf, M.; Greene, A. E. J. Chem. Soc., Perkin Trans. 1 1997, 1911-1912.
-
(1997)
J. Chem. Soc., Perkin Trans. 1
, pp. 1911-1912
-
-
Kanazawa, A.1
Delair, P.2
Pourashraf, M.3
Greene, A.E.4
-
46
-
-
0030248667
-
-
Delair, P.; Kanazawa, A.; B. M. de Azevedo, M.; Greene, A. E. Tetrahedron: Asymmetry 1996, 7, 2707-2710.
-
(1996)
Tetrahedron: Asymmetry
, vol.7
, pp. 2707-2710
-
-
Delair, P.1
Kanazawa, A.2
De Azevedo, M.B.M.3
Greene, A.E.4
-
47
-
-
85026888722
-
-
Kann, N.; Bernardes, V.; Greene, A. E. Org. Synth. 1997, 74, 13-22.
-
(1997)
Org. Synth.
, vol.74
, pp. 13-22
-
-
Kann, N.1
Bernardes, V.2
Greene, A.E.3
-
54
-
-
0000504202
-
-
Johnston, B. D.; Slessor, K. N.; Oehlschlager, A. C. J. Org. Chem. 1985, 50, 114-117.
-
(1985)
J. Org. Chem.
, vol.50
, pp. 114-117
-
-
Johnston, B.D.1
Slessor, K.N.2
Oehlschlager, A.C.3
-
56
-
-
0011228398
-
-
For related examples, see: LaLonde, R. T.; Muhammad, N.; Wong, C. F.; Sturiale, E. R. J. Org. Chem. 1980, 45, 3664-3671.
-
(1980)
J. Org. Chem.
, vol.45
, pp. 3664-3671
-
-
LaLonde, R.T.1
Muhammad, N.2
Wong, C.F.3
Sturiale, E.R.4
-
57
-
-
0007337203
-
-
Ratovelomanana, V.; Vidal, L.; Royer J.; Husson, H. P. Heterocycles 1991, 32, 879-888.
-
(1991)
Heterocycles
, vol.32
, pp. 879-888
-
-
Ratovelomanana, V.1
Vidal, L.2
Royer, J.3
Husson, H.P.4
-
58
-
-
33748731170
-
-
For a similar conversion, see: Ley, S. V.; Brown, D. S.; Clase, J. A.; Faibanks, A. J.; Lennon, I. C.; Osborn, H. M. I.; Stokes, E. S. E.; Wadsworth, D. J. J. Chem. Soc., Perkin Trans. 1 1998, 2259-2276.
-
(1998)
J. Chem. Soc., Perkin Trans. 1
, pp. 2259-2276
-
-
Ley, S.V.1
Brown, D.S.2
Clase, J.A.3
Faibanks, A.J.4
Lennon, I.C.5
Osborn, H.M.I.6
Stokes, E.S.E.7
Wadsworth, D.J.8
-
59
-
-
0037051615
-
-
See also: Martinelli, M. J.; Vaidyanathan, R.; Pawlak, J. M.; Nayyar, N. K.; Dhokte, U. P.; Doecke, C. W.; Zollars, L. H. M.; Moher, E. D.; Khau, V. V.; Kosmrlj, B. J. Am. Chem. Soc. 2002, 124, 3578-3585.
-
(2002)
J. Am. Chem. Soc.
, vol.124
, pp. 3578-3585
-
-
Martinelli, M.J.1
Vaidyanathan, R.2
Pawlak, J.M.3
Nayyar, N.K.4
Dhokte, U.P.5
Doecke, C.W.6
Zollars, L.H.M.7
Moher, E.D.8
Khau, V.V.9
Kosmrlj, B.10
-
60
-
-
0001262709
-
-
Couturier, M.; Tucker, J. L.; Andresen, B. M.; Dubé, P.; Negri, J. T. Org. Lett. 2001, 3, 465-467.
-
(2001)
Org. Lett.
, vol.3
, pp. 465-467
-
-
Couturier, M.1
Tucker, J.L.2
Andresen, B.M.3
Dubé, P.4
Negri, J.T.5
-
61
-
-
0344234463
-
-
Because of the small crystal size (0.3 × 0.04 × 0.04 mm) and its weak diffraction, this analysis could only be achieved with the high-intensity, microfocused source at the European Synchrotron Radiation Facility (ID13 Microfocus Beamline). Diffraction patterns from crystals as small as 3 × 3 × <1 μm can be recorded and refined through the use of this unique tool. See: Gaillot, A. C.; Flot, D.; Drits, V. A.; Manceau, A.; Burghammer, M.; Lanson, B. Chem. Mater. 2003, 15, 4666-4678.
-
(2003)
Chem. Mater.
, vol.15
, pp. 4666-4678
-
-
Gaillot, A.C.1
Flot, D.2
Drits, V.A.3
Manceau, A.4
Burghammer, M.5
Lanson, B.6
-
62
-
-
0742322066
-
-
Zolotukhin, M. G.; Colquhoun, H. M.; Sestiaa, L. G.; Williams, D. J.; Rueda, D. R.; Flot, D. Polymer 2004, 45, 783-790.
-
(2004)
Polymer
, vol.45
, pp. 783-790
-
-
Zolotukhin, M.G.1
Colquhoun, H.M.2
Sestiaa, L.G.3
Williams, D.J.4
Rueda, D.R.5
Flot, D.6
-
63
-
-
26844532275
-
-
note
-
max range 2.04-29.10°, 117 141 measured reflections, 5949 LR(int) = 0.089] independent reflections, refinement on F: R(1) [1 > 2σ (I)] = 0.046, wR2 [all data] = 0.075, GOF (all data) = 1.969. The Cristallographic Information File (CIF) has been deposited at the Cambridge Crystallographic Data Centre, as CCDC 271614. These data can be obtained from the Cambridge Crystallographic Data Centre, 12 Union Road, Cambridge CB2 1EZ, U.K.; fax, (+44) 1223-336-033; deposit@ccdc.cam.ac.uk.
-
-
-
-
65
-
-
0000311627
-
-
Cacchi, S.; Morera, E.; Ortar, G. Tetrahedron Lett. 1985, 26, 1109-1112.
-
(1985)
Tetrahedron Lett.
, vol.26
, pp. 1109-1112
-
-
Cacchi, S.1
Morera, E.2
Ortar, G.3
-
66
-
-
0030221014
-
-
Solladié, G.; Gressot-Kempf, L. Tetrahedron: Asymmetry 1996, 7, 2371-2379. Hydroferulic acid is available from Lancaster Synthesis, Bischheim, Strasbourg, France.
-
(1996)
Tetrahedron: Asymmetry
, vol.7
, pp. 2371-2379
-
-
Solladié, G.1
Gressot-Kempf, L.2
-
67
-
-
0037450388
-
-
7 See: Yoda, H.; Egawa, T.; Takabe, K. Tetrahedron Lett. 2003, 44, 1643-1646.
-
(2003)
Tetrahedron Lett.
, vol.44
, pp. 1643-1646
-
-
Yoda, H.1
Egawa, T.2
Takabe, K.3
-
69
-
-
0001026255
-
-
See, for example: Garst, M. E.; Bonfiglio, J. N.; Grudoski, D. A.; Marks, M. J. Org. Chem. 1980, 45, 2307-2315.
-
(1980)
J. Org. Chem.
, vol.45
, pp. 2307-2315
-
-
Garst, M.E.1
Bonfiglio, J.N.2
Grudoski, D.A.3
Marks, M.4
-
70
-
-
37049073478
-
-
Giles, M.; Hadley, M. S.; Gallagher, T. J. Chem. Soc., Chem. Commun. 1990, 1047-1048.
-
(1990)
J. Chem. Soc., Chem. Commun.
, pp. 1047-1048
-
-
Giles, M.1
Hadley, M.S.2
Gallagher, T.3
-
72
-
-
0030037766
-
-
Boumendjel, A.; Roberts, J. C.; Hu, E.; Pallai, P. V. J. Org. Chem. 1996, 61, 4434-4438.
-
(1996)
J. Org. Chem.
, vol.61
, pp. 4434-4438
-
-
Boumendjel, A.1
Roberts, J.C.2
Hu, E.3
Pallai, P.V.4
-
73
-
-
0033607713
-
-
Blanco, M.-J.; Paleo, M. R.; Penide, C.; Sardina, F. J. J. Org. Chem. 1999, 64, 8786-8793.
-
(1999)
J. Org. Chem.
, vol.64
, pp. 8786-8793
-
-
Blanco, M.-J.1
Paleo, M.R.2
Penide, C.3
Sardina, F.J.4
-
76
-
-
20444508149
-
-
Allylic alcohol 17 had recently been prepared in our laboratory in conjunction with another project. See: Ceccon, J.; Poisson, J.-F.; Greene, A. E. Synlett 2005, 1413-1416.
-
(2005)
Synlett
, pp. 1413-1416
-
-
Ceccon, J.1
Poisson, J.-F.2
Greene, A.E.3
-
78
-
-
0028944316
-
-
Gokhale, A. B.; Minidis, A. E. B.; Pfaltz, A. Tetrahedron Lett. 1997, 36, 1831-1836.
-
(1997)
Tetrahedron Lett.
, vol.36
, pp. 1831-1836
-
-
Gokhale, A.B.1
Minidis, A.E.B.2
Pfaltz, A.3
-
80
-
-
13344254217
-
-
Bao, A. V. R.; Mysorekar, S. V.; Yadav, J. S. Synth. Commun. 1987, 17, 1339-1347. Uncatalyzed hydroboration with disiamylborane, borane-dimethyl sulfide, dihexylborane, or 9-BBN gave a low yield and/or unsatisfactory regioselectivity.
-
(1987)
Synth. Commun.
, vol.17
, pp. 1339-1347
-
-
Bao, A.V.R.1
Mysorekar, S.V.2
Yadav, J.S.3
-
81
-
-
0036015089
-
-
Donohoe, T. J.; Guillermin, J.-B.; Walter, D. S. J. Chem. Soc., Perkin Trans. 1 2002, 1369-1375.
-
(2002)
J. Chem. Soc., Perkin Trans. 1
, pp. 1369-1375
-
-
Donohoe, T.J.1
Guillermin, J.-B.2
Walter, D.S.3
-
82
-
-
33751158151
-
-
Complex multiplets (m) have been analyzed, when possible, by using the method of Hoye and co-workers: Hoye, T. R.; Hanson, P. R.; Vyvyan, J. R. J. Org. Chem. 1994, 59, 4096-4103.
-
(1994)
J. Org. Chem.
, vol.59
, pp. 4096-4103
-
-
Hoye, T.R.1
Hanson, P.R.2
Vyvyan, J.R.3
-
84
-
-
0027879008
-
-
2) mounted on a translation rail, which in turn was mounted on a rotation arm. The rotation arm and φ-axis were aligned in order to be collinear. The crystal was embedded with a cryoprotectant (Paratone-N from Hampton) and then taken in a nylon loop (from Hampton Research). Several crystals were tested to select a single crystal of suitable quality for data collection. Two data sets were collected by the oscillation technique (the first, 100 frames, each with an exposure time of 2 s and 6° oscillation; the second, 100 frames, each with an exposure time of 2 s and 4° oscillation), using a two-dimensional CCD detector at 45 mm and with the cryoloop axis approximately parallel to the oscillation axis. To probe only a homogeneous part of the needle-shaped crystal, the focused beam was reduced to 30 μm in diameter by using a beam-defining aperture. The measurement was carried out at a fixed temperature of 100(2) K by using an Oxford Cryostream device. The frames were indexed and the reflections integrated using the XDS software suite (Kabsch, W. J. Appl. Crystallogr. 1993, 26, 795-800). Each reflection intensity was corrected for intensity loss due to air absorption. The two data sets were merged with XSCALE.
-
(1993)
J. Appl. Crystallogr.
, vol.26
, pp. 795-800
-
-
Kabsch, W.1
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