-
3
-
-
33748973310
-
-
For reviews of olefin metathesis, see:
-
-
-
-
16
-
-
33748972900
-
-
For a recent review of synthetic utilization of metathesis reactions, see:
-
-
-
-
18
-
-
33748973480
-
-
For reviews of enyne metathesis, see:
-
-
-
-
20
-
-
3042782211
-
-
Grubbs R.H. (Ed), Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim
-
Mori M. In: Grubbs R.H. (Ed). Handbook of Metathesis Vol. 2 (2003), Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim 176
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(2003)
Handbook of Metathesis
, vol.2
, pp. 176
-
-
Mori, M.1
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23
-
-
33748957434
-
-
For reports from our laboratory, see:
-
-
-
-
40
-
-
3242888384
-
-
Kitamura T., Kuzuba Y., Sato Y., Wakamatsu H., Fujita R., and Mori M. Tetrahedron 60 (2004) 7375
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(2004)
Tetrahedron
, vol.60
, pp. 7375
-
-
Kitamura, T.1
Kuzuba, Y.2
Sato, Y.3
Wakamatsu, H.4
Fujita, R.5
Mori, M.6
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42
-
-
13244264847
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-
Mori M., Wakamatsu H., Tonogaki K., Fujita R., Kitamura T., and Sato Y. J. Org. Chem. 70 (2005) 1066
-
(2005)
J. Org. Chem.
, vol.70
, pp. 1066
-
-
Mori, M.1
Wakamatsu, H.2
Tonogaki, K.3
Fujita, R.4
Kitamura, T.5
Sato, Y.6
-
44
-
-
2942589152
-
-
For a review of the construction of oxygen- and nitrogen-containing heterocycles by ring-closing metathesis, see:
-
For a review of the construction of oxygen- and nitrogen-containing heterocycles by ring-closing metathesis, see:. Deiters A., and Martin S.F. Chem. Rev. 104 (2004) 2199
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(2004)
Chem. Rev.
, vol.104
, pp. 2199
-
-
Deiters, A.1
Martin, S.F.2
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45
-
-
0000984836
-
-
Devlin J.P., Edwards O.E., Gorham P.R., Hunter N.R., Pike R.K., and Stavric B. Can. J. Chem. 55 (1977) 1367
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(1977)
Can. J. Chem.
, vol.55
, pp. 1367
-
-
Devlin, J.P.1
Edwards, O.E.2
Gorham, P.R.3
Hunter, N.R.4
Pike, R.K.5
Stavric, B.6
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47
-
-
33748977178
-
-
For a recent review on synthetic approach to anatoxin-a, see:
-
-
-
-
48
-
-
0029914328
-
-
and references cited therein
-
Mansell H.L. Tetrahedron 52 (1996) 6025 and references cited therein
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(1996)
Tetrahedron
, vol.52
, pp. 6025
-
-
Mansell, H.L.1
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49
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-
33748973099
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For recent reports on the synthesis of (+)- and/or (-)-anatoxin-a, see:
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-
-
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55
-
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33748969250
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-
For recent reports on the synthesis of (±)-anatoxin-a, see:
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-
-
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60
-
-
2342658947
-
-
For a preliminary communication of a part of this work, see:
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For a preliminary communication of a part of this work, see:. Mori M., Tomita T., Kita Y., and Kitamura T. Tetrahedron Lett. 45 (2004) 4397
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(2004)
Tetrahedron Lett.
, vol.45
, pp. 4397
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Mori, M.1
Tomita, T.2
Kita, Y.3
Kitamura, T.4
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61
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33748965638
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At almost the same time as publication of our synthesis of (+)-anatoxin-a (Ref. 9), Martin et al. reported the synthesis of (+)-anatoxin-a from (R)-(+)-pyroglutamic acid in which enyne metathesis was used for construction of a 9-azabicyclo[4.2.1]nonene skeleton. See:
-
-
-
-
64
-
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2442490954
-
-
The synthesis of (-)-ferruginine, which has a structure similar to that of anatoxin-a, was recently reported, in which a 7-azabicyclo[3.2.1]octane skeleton was constructed from pyrrolidine derivative using an enyne metathesis. See:
-
The synthesis of (-)-ferruginine, which has a structure similar to that of anatoxin-a, was recently reported, in which a 7-azabicyclo[3.2.1]octane skeleton was constructed from pyrrolidine derivative using an enyne metathesis. See:. Aggarwal V.K., Astle C.J., and Rogers-Evans M. Org. Lett. 6 (2004) 1469
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(2004)
Org. Lett.
, vol.6
, pp. 1469
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Aggarwal, V.K.1
Astle, C.J.2
Rogers-Evans, M.3
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65
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33746236970
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Schwab P., France M.B., Ziller J.W., and Grubbs R.H. Angew. Chem., Int. Ed. Engl. 34 (1995) 2039
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(1995)
Angew. Chem., Int. Ed. Engl.
, vol.34
, pp. 2039
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-
Schwab, P.1
France, M.B.2
Ziller, J.W.3
Grubbs, R.H.4
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72
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28044463195
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-
For a lead reference to the discussion on the role of ethylene gas in enyne metathesis, see:
-
For a lead reference to the discussion on the role of ethylene gas in enyne metathesis, see:. Lloyd-Jones G.C., Margue R.G., and de Varies J.G. Angew. Chem., Int. Ed. 44 (2005) 7442
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(2005)
Angew. Chem., Int. Ed.
, vol.44
, pp. 7442
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-
Lloyd-Jones, G.C.1
Margue, R.G.2
de Varies, J.G.3
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73
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33748970139
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For other examples of intermolecular metathesis of alkyne and ethylene, see:
-
-
-
-
79
-
-
33748979433
-
-
note
-
In the metathesis of enyne having a silyl group on the alkyne, desilylation did not usually occur. See Ref. 4p.
-
-
-
-
80
-
-
33748952012
-
-
note
-
The optical purity of the recovered 4a was completely same to that of the starting material 4a of the oxymercuration reaction.
-
-
-
-
81
-
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33748959779
-
-
note
-
9 the structure of the synthetic (+)-N-Ts-anatoxin-a was incorrectly drawn as that of the antipode (i.e., (-)-N-Ts-anatoxin-a) because of the confusion arising from the unexpected inversion of chirality.
-
-
-
-
82
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33748960670
-
-
note
-
Crystallographic data for the structure of 18 have been deposited with the Cambridge Crystallographic Data Centre as supplementary publication number CCDC 295170. Copies of the data can be obtained, free of charge, on application to CCDC, 12 Union Road, Cambridge CB2 1EZ, UK [fax: +44 1223 336033 or e-mail: deposit@ccdc.cam.ac.uk].
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