-
1
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8244226964
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Isolation from Sceletium tortuosum:
-
Isolation from Sceletium tortuosum:. Bodendorf K., and Krieger W. Archiv. Pharm. 290 (1957) 441-448
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Archiv. Pharm.
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Bodendorf, K.1
Krieger, W.2
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3
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37049123832
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Coggon P., Farrier D.S., Jeffs P.W., McPhail A.T., and Gross P.M. J. Chem. Soc. B (1970) 1267-1271
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J. Chem. Soc. B
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Coggon, P.1
Farrier, D.S.2
Jeffs, P.W.3
McPhail, A.T.4
Gross, P.M.5
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4
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37549010672
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Gericke, N. P.; Van Wyk, B. E. World Patent 9,746,234, 1997
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6
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34250318467
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Owen D.A., Malkov A.V., Palotai I.M., Roe C., Sandoe E.J., and Stephenson G.R. Chem. Eur. J. 13 (2007) 4293-4311
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Chem. Eur. J.
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Owen, D.A.1
Malkov, A.V.2
Palotai, I.M.3
Roe, C.4
Sandoe, E.J.5
Stephenson, G.R.6
-
7
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-
0000361497
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-
Malkov A.V., Auffrant A., Renard C., Rose E., Rose-Munch F., Owen D.A., Sandoe E.J., and Stephenson G.R. Inorg. Chim. Acta 296 (1999) 139-149
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(1999)
Inorg. Chim. Acta
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Malkov, A.V.1
Auffrant, A.2
Renard, C.3
Rose, E.4
Rose-Munch, F.5
Owen, D.A.6
Sandoe, E.J.7
Stephenson, G.R.8
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11
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-
0000792906
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-
Cordell G.A. (Ed), Academic Press, New York
-
Hoshino O. In: Cordell G.A. (Ed). The Alkaloids Vol. 51 (1998), Academic Press, New York 324-424
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(1998)
The Alkaloids
, vol.51
, pp. 324-424
-
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Hoshino, O.1
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12
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-
33947377017
-
-
the Amaryllidaceae alkaloids are still a rich source of new potentially biologically active target structures with substantial synthetic challenges:
-
the Amaryllidaceae alkaloids are still a rich source of new potentially biologically active target structures with substantial synthetic challenges:. Unver N. Phytochem. Rev. 6 (2007) 125-135
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(2007)
Phytochem. Rev.
, vol.6
, pp. 125-135
-
-
Unver, N.1
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15
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33645985839
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-
Examples of the biological activity of crinine: (inhibition of [3H]citalopram binding to the rat brain serotonin transporter)
-
Examples of the biological activity of crinine:. Elgorashi E.E., Stafford G.I., Jager A.K., and van Staden J. Plant. Med. 72 (2006) 470-473 (inhibition of [3H]citalopram binding to the rat brain serotonin transporter)
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(2006)
Plant. Med.
, vol.72
, pp. 470-473
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-
Elgorashi, E.E.1
Stafford, G.I.2
Jager, A.K.3
van Staden, J.4
-
16
-
-
37549044625
-
-
(anticholinesterase activity in Alzheimer's disease patients)
-
Orhan I., and Sener B. Acta Horticult. (2005) 678 (anticholinesterase activity in Alzheimer's disease patients)
-
(2005)
Acta Horticult.
, pp. 678
-
-
Orhan, I.1
Sener, B.2
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18
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37549055387
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recent example (isolation from Pancratium tortuosum herb):
-
recent example (isolation from Pancratium tortuosum herb):. J. Pharm. Sci. 21 (2007) 61-68
-
(2007)
J. Pharm. Sci.
, vol.21
, pp. 61-68
-
-
-
20
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0022606756
-
-
Examples of the biological activity of maritidine: (clastogenic effect/mutagenic)
-
Examples of the biological activity of maritidine:. Cea G., Alarcon M., and Weigart G. Med. Sci. 14 (1986) 90 (clastogenic effect/mutagenic)
-
(1986)
Med. Sci.
, vol.14
, pp. 90
-
-
Cea, G.1
Alarcon, M.2
Weigart, G.3
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21
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-
37549064679
-
-
see also Ref. 7a.
-
-
-
-
22
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-
34347406742
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For examples, see:
-
For examples, see:. Nemoto H. Chem. Pharm. Bull. 55 (2007) 961-974
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(2007)
Chem. Pharm. Bull.
, vol.55
, pp. 961-974
-
-
Nemoto, H.1
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24
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-
24944509594
-
-
(mesembrine)
-
Taber D.F., and He Y. J. Org. Chem. 70 (2005) 7711-7714 (mesembrine)
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(2005)
J. Org. Chem.
, vol.70
, pp. 7711-7714
-
-
Taber, D.F.1
He, Y.2
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29
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37549052846
-
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For our organoiron intermediate for crinine, see Ref. 3.
-
-
-
-
30
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-
0026472718
-
-
For examples of biological activities of other Amaryllidaceae alkaloids, see: lycoramine: (against Alzheimer's disease)
-
For examples of biological activities of other Amaryllidaceae alkaloids, see: lycoramine:. Han S.Y., Sweeney J.E., Bachman E.S., Schweiger E.J., Forloni G., Coyle J.T., Davis B.M., and Joullie M.M. Eur. J. Med. Chem. 27 (1992) 673-687 (against Alzheimer's disease)
-
(1992)
Eur. J. Med. Chem.
, vol.27
, pp. 673-687
-
-
Han, S.Y.1
Sweeney, J.E.2
Bachman, E.S.3
Schweiger, E.J.4
Forloni, G.5
Coyle, J.T.6
Davis, B.M.7
Joullie, M.M.8
-
33
-
-
0032741056
-
-
galanthamine: (treatment of Alzheimer's disease)
-
galanthamine:. Weinstock M. CNS Drugs 11 (1999) 307-323 (treatment of Alzheimer's disease)
-
(1999)
CNS Drugs
, vol.11
, pp. 307-323
-
-
Weinstock, M.1
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34
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0026472718
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(reversible cholinesterase inhibitor)
-
Han S.Y., Sweeney J.E., Bachman E.S., Schweiger E.J., Forloni G., Coyle J.T., Davis B.M., and Joullie M.M. Eur. J. Med. Chem. 27 (1992) 673-687 (reversible cholinesterase inhibitor)
-
(1992)
Eur. J. Med. Chem.
, vol.27
, pp. 673-687
-
-
Han, S.Y.1
Sweeney, J.E.2
Bachman, E.S.3
Schweiger, E.J.4
Forloni, G.5
Coyle, J.T.6
Davis, B.M.7
Joullie, M.M.8
-
36
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0030600190
-
-
3 analogue of 3, see:
-
3 analogue of 3, see:. Guillou C., Millot N., Reboul V., and Thal C. Tetrahedron Lett. 37 (1996) 4515-4518
-
(1996)
Tetrahedron Lett.
, vol.37
, pp. 4515-4518
-
-
Guillou, C.1
Millot, N.2
Reboul, V.3
Thal, C.4
-
37
-
-
37549043867
-
Organometallic Complexes of Iron
-
7: (b) For a survey of organoiron complexes, see:. Science of Synthesis. Lautens M. (Ed), Georg Theime Verlag, Stuttgart
-
7: (b) For a survey of organoiron complexes, see:. Stephenson G.R. Organometallic Complexes of Iron. In: Lautens M. (Ed). Science of Synthesis. Houben-Weyl Methods of Molecular Transformations Vol. 1 (2001), Georg Theime Verlag, Stuttgart 745-886
-
(2001)
Houben-Weyl Methods of Molecular Transformations
, vol.1
, pp. 745-886
-
-
Stephenson, G.R.1
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38
-
-
33646273060
-
-
for earlier reviews of the applications of the cyclohexadienyliron series, see:
-
for earlier reviews of the applications of the cyclohexadienyliron series, see:. Pearson A.J. Acc. Chem. Res. 13 (1980) 463-469
-
(1980)
Acc. Chem. Res.
, vol.13
, pp. 463-469
-
-
Pearson, A.J.1
-
42
-
-
0035742552
-
-
Knölker H.-J., Braier A., Brocher D.J., Cammerer S., Fröhner W., Gonser P., Hermann H., Herzberg D., Reddy K.R., and Rohde G. Pure Appl. Chem. 73 (2001) 1075-1086
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(2001)
Pure Appl. Chem.
, vol.73
, pp. 1075-1086
-
-
Knölker, H.-J.1
Braier, A.2
Brocher, D.J.3
Cammerer, S.4
Fröhner, W.5
Gonser, P.6
Hermann, H.7
Herzberg, D.8
Reddy, K.R.9
Rohde, G.10
-
44
-
-
37549047946
-
-
note
-
We have developed one pot procedures to add the malononitrile nucleophile and then perform desilylation by addition of TBAF into the reactions mixture (conversion of 2b into 7) and for the reductive amination of the nitrile (conversion of 7 into 8), see Scheme 2.
-
-
-
-
45
-
-
37049120544
-
-
Birch A.J., Cross P.E., Lewis J., White D.A., and Wild S.B. J. Chem. Soc. A (1968) 332-340
-
(1968)
J. Chem. Soc. A
, pp. 332-340
-
-
Birch, A.J.1
Cross, P.E.2
Lewis, J.3
White, D.A.4
Wild, S.B.5
-
46
-
-
37549040155
-
-
see also Ref. 17.
-
-
-
-
48
-
-
30544451537
-
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For a discussion of chirality in such complexes, see:. Knochel P. (Ed), Wiley-VCH, Weinheim
-
For a discussion of chirality in such complexes, see:. Stephenson G.R. In: Knochel P. (Ed). Handbook of Functionalised Organometallics (2005), Wiley-VCH, Weinheim 569-626
-
(2005)
Handbook of Functionalised Organometallics
, pp. 569-626
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-
Stephenson, G.R.1
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50
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37549031668
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Older, J. E. J. PhD Thesis, University of East Anglia, 2001.
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-
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51
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37549004339
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Older, J. E. J. Stephenson, G. R. unpublished results; ees up to about 40% have been achieved with first generation chiral trityl analogues.
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-
-
-
55
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37549003611
-
-
note
-
The examples reported in this Letter were performed with racemic complexes.
-
-
-
-
57
-
-
37549019624
-
-
see also Ref. 4.
-
-
-
-
58
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-
0006115320
-
-
For the preparation of 3,4-dimethoxyphenyllithium from 3,4-dimethoxybromobenzene in THF at -78 °C, see:
-
For the preparation of 3,4-dimethoxyphenyllithium from 3,4-dimethoxybromobenzene in THF at -78 °C, see:. Meyers A.I., and Avila W.B. J. Org. Chem. 46 (1981) 3881-3886
-
(1981)
J. Org. Chem.
, vol.46
, pp. 3881-3886
-
-
Meyers, A.I.1
Avila, W.B.2
-
59
-
-
0001616965
-
-
a procedure using 3,4-dimethoxyiodobenzene has also been reported:
-
a procedure using 3,4-dimethoxyiodobenzene has also been reported:. Capparelli M.P., DeSchepper R.E., and Swenton J.S. J. Org. Chem. 52 (1987) 4953-4957
-
(1987)
J. Org. Chem.
, vol.52
, pp. 4953-4957
-
-
Capparelli, M.P.1
DeSchepper, R.E.2
Swenton, J.S.3
-
60
-
-
37549038593
-
-
note
-
After 5 min to form the aryllithium reagent, the reaction mixture was cooled to -78 °C before addition of the trimethylsilyl chloride.
-
-
-
-
63
-
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0035821318
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Tranchier J.P., Chavignon R., Prim D., Aufrant A., Giner Planas J., Rose-Munch F., Rose E., and Stephenson G.R. Tetrahedron Lett. 42 (2001) 3311-3313
-
(2001)
Tetrahedron Lett.
, vol.42
, pp. 3311-3313
-
-
Tranchier, J.P.1
Chavignon, R.2
Prim, D.3
Aufrant, A.4
Giner Planas, J.5
Rose-Munch, F.6
Rose, E.7
Stephenson, G.R.8
-
65
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0000361282
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Howell J.A.S., Bell A.G., O'Leary P.J., Stephenson G.R., Hastings M., Howard P.W., Owen D.A., Whitehead A.J., McArdle P., and Cunningham D. Organometallics 15 (1996) 4247-4257
-
(1996)
Organometallics
, vol.15
, pp. 4247-4257
-
-
Howell, J.A.S.1
Bell, A.G.2
O'Leary, P.J.3
Stephenson, G.R.4
Hastings, M.5
Howard, P.W.6
Owen, D.A.7
Whitehead, A.J.8
McArdle, P.9
Cunningham, D.10
-
66
-
-
37549005951
-
-
see also Ref. 3.
-
-
-
-
68
-
-
37049098710
-
-
for examples in organoiron-mediated synthesis, see:
-
for examples in organoiron-mediated synthesis, see:. Pearson A.J., Ham P., Ong C.W., Perrior T.R., and Rees D.C. J. Chem. Soc., Perkin Trans. 1 (1982) 1527-1534
-
(1982)
J. Chem. Soc., Perkin Trans. 1
, pp. 1527-1534
-
-
Pearson, A.J.1
Ham, P.2
Ong, C.W.3
Perrior, T.R.4
Rees, D.C.5
-
74
-
-
0343994912
-
-
1H NMR spectrum of mesembrenone:
-
1H NMR spectrum of mesembrenone:. Jeffs P.W., Ahmann G., Campbell H.F., Farrier D.S., Ganguli G., and Hawks R.L. J. Org. Chem. 35 (1970) 3512-3518
-
(1970)
J. Org. Chem.
, vol.35
, pp. 3512-3518
-
-
Jeffs, P.W.1
Ahmann, G.2
Campbell, H.F.3
Farrier, D.S.4
Ganguli, G.5
Hawks, R.L.6
-
75
-
-
0016263560
-
-
13C NMR data, see:
-
13C NMR data, see:. Jeffs P.W., Capps T., Johnson D.B., Karle J.M., Martin N.H., and Rauckman B. J. Org. Chem. 39 (1974) 2703-2710
-
(1974)
J. Org. Chem.
, vol.39
, pp. 2703-2710
-
-
Jeffs, P.W.1
Capps, T.2
Johnson, D.B.3
Karle, J.M.4
Martin, N.H.5
Rauckman, B.6
-
76
-
-
37549067686
-
-
note
-
For a discussion of ipso and ω addition to multihapto π complexes, see Ref. 18. For the ω directing nature of aryl substituents on cyclohexadienyliron complexes, see Ref. 3. In this case, the presence of the 4-OMe group helps overcome the natural ω selectivity and promote the ipso pathway (ipso relative to the position of the arene). This is because the C(4) OMe is also ω directing (see Ref. 31), and the two control effects are opposed (for definitions of the terms 'mutually reinforcing' and 'opposed' in the context of nucleophile addition to multiply substituted ligands, see Ref. 18).
-
-
-
-
77
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0037647990
-
-
For examples with opposed Me and OMe groups:
-
For examples with opposed Me and OMe groups:. Pearson A.J., and Perrior T.R. J. Organomet. Chem. 285 (1985) 253-265
-
(1985)
J. Organomet. Chem.
, vol.285
, pp. 253-265
-
-
Pearson, A.J.1
Perrior, T.R.2
-
81
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37049096977
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-
We used a similar approach towards the terpene tridachione:
-
We used a similar approach towards the terpene tridachione:. Stephenson G.R. J. Chem. Soc., Perkin Trans. 1 (1982) 2449-2456
-
(1982)
J. Chem. Soc., Perkin Trans. 1
, pp. 2449-2456
-
-
Stephenson, G.R.1
-
83
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37549039779
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-
Roe, C.; Stephenson, G. R. Org. Lett., submitted for publication.
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