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Paquette, L. A., Ed.; John Wiley & Sons: New York.
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For reviews of the Nazarov reaction, see: (a) Habermas, K. L.; Denmark, S.; Jones, T. K. In Organic Reactions; Paquette, L. A., Ed.; John Wiley & Sons: New York. 1994; Vol. 45, pp 1-158.
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8
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We have discussed the origin of the strong preference for formation of the Z exocyclic double bond isomer: Hu, H.; Smith, D.; Cramer, R. E.; Tius, M. A. J. Am. Chem. Soc. 1999, 121, 9895-9896.
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Hu, H.1
Smith, D.2
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Tius, M.A.4
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9
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24744461463
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note
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Silica gel was activated by heating under vacuum at 160 °C for 16 h.
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10
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14544291479
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For an example of a reaction taking place on silica gel in the absence of solvent, see: (a) Bartoli, G.; Bosco, M.; Giuli, S.; Giuliani, A.; Lucarelli, L.; Marcantoni, E.; Sambri, L.; Torregiani, E. J. Org. Chem. 2005, 70, 1941-1944.
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Bartoli, G.1
Bosco, M.2
Giuli, S.3
Giuliani, A.4
Lucarelli, L.5
Marcantoni, E.6
Sambri, L.7
Torregiani, E.8
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11
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6444231809
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For an example of reactions taking place on silica gel in the presence of solvent, see: (b) Wipf, P.; Aoyama, Y.; Benedum, T. E. Org. Lett. 2004, 6, 3593-3595.
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Wipf, P.1
Aoyama, Y.2
Benedum, T.E.3
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13
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24744461559
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note
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The choice of methyl ethers for this work was to avoid the alternative reaction pathway, the rapid termination process that involves cleavage of methoxymethyl ethers.
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14
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2342593924
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(a) Browder, C. C.; Marmsäter, F. P.; West, F. G. Can. J. Chem. 2004, 82, 375-385.
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Marmsäter, F.P.2
West, F.G.3
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16
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0141855021
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(c) Wang, Y.; Schill, D. D.; Arif, A. M.; West, F. G. Org. Lett. 2003, 5, 2747-2750.
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Wang, Y.1
Schill, D.D.2
Arif, A.M.3
West, F.G.4
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17
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(d) Browder, C. C.; Marmsäter, F. P.; West, F. G. Org. Lett. 2001, 3, 3033-3035.
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Browder, C.C.1
Marmsäter, F.P.2
West, F.G.3
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18
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0034596074
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(e) Giese, S.; Kastrup, L.; Stiens, D.; West, F. G. Angew. Chem., Int. Ed. 2000, 39, 1970-1973.
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Giese, S.1
Kastrup, L.2
Stiens, D.3
West, F.G.4
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20
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24744466610
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note
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A small number of experiments using solid amines did not lead to satisfactory results.
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21
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0033581158
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Bender, J. A.; Arif, A. M.; West, F. G. J. Am. Chem. Soc. 1999, 121, 7443-7444.
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Bender, J.A.1
Arif, A.M.2
West, F.G.3
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22
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24744455775
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note
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The methyl protons in 11 showed a positive nOe with the ortho phenyl protons, and the benzylic proton showed a nOe with some of the cyclohexyl protons.
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23
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24744448776
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note
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3.
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24
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0032507922
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Tius, M. A.; Busch-Petersen, J.; Yamashita, M. Tetrahedron Lett. 1998, 39, 4219-4222.
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Tius, M.A.1
Busch-Petersen, J.2
Yamashita, M.3
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