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(a) Gybin, A. S.; Smit, W. A.; Caple, R.; Veretenov, A. L.; Shashkov, A. S.; Vorontsova, L. G.; Kurella, M. G.; Chertkov, V. S.; Carapetyan, A. A.; Kosnikov, A. Y.; Alexanyan, M. S.; Lindeman, S. V.; Panov, V. N.; Maleev, A. V.; Struchkov, Y. T.; Sharpe, S. M. J. Am. Chem. Soc. 1992, 114, 5555-5566.
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Vorontsova, L.G.6
Kurella, M.G.7
Chertkov, V.S.8
Carapetyan, A.A.9
Kosnikov, A.Y.10
Alexanyan, M.S.11
Lindeman, S.V.12
Panov, V.N.13
Maleev, A.V.14
Struchkov, Y.T.15
Sharpe, S.M.16
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11
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(b) Veretenov, A. L.; Smit, W. A.; Vorontsova, L. G.; Kurella, M. G.; Caple, R.; Gybin, A. S. Tetrahedron Lett. 1991, 32, 2109-2112. See also:
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Veretenov, A.L.1
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Caple, R.5
Gybin, A.S.6
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(a) Ahmar, M.; Antras, F.; Cazes, B. Tetrahedron Lett. 1999, 40, 5503-5506. See also:
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Ahmar, M.1
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Adrio, J.; Rodríguez Rivero, M.; Carretero, J. C. Chem. Eur. J. 2001, 7, 2435-2448.
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(a) Krafft, M. E.; Wilson, A. M.; Dasse, O. A.; Boñaga, L. V. R.; Cheung, Y. Y.; Fu, Z.; Shao, B.; Scott, I. L. Tetrahedron Lett. 1998, 39, 5911-5914. See also:
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Krafft, M.E.1
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Dasse, O.A.3
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Cheung, Y.Y.5
Fu, Z.6
Shao, B.7
Scott, I.L.8
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0037154772
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(b) Krafft, M. E.; Boñaga, L. V. R.; Wright, J. A.; Hirosawa, C. J. Org. Chem. 2002, 67, 1233-1246.
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Boñaga, L.V.R.2
Wright, J.A.3
Hirosawa, C.4
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20
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0033611956
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For tungsten-mediated intramolecular PK reactions of α,β-unsaturated esters and nitriles, see: (a) Shiu, Y.-T.; Madhushaw, R. J.; Li, W.-T.; Lin, Y.-C.; Lee, G.-H.; Peng, S.-M.; Liao, F. L.; Wang, S.-L.; Liu, R. S. J. Am. Chem. Soc. 1999, 121, 4066-4067. (b) Hoye, T. R.; Suriano, J. A. J. Am. Chem. Soc. 1993, 115, 1154-1156.
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Shiu, Y.-T.1
Madhushaw, R.J.2
Li, W.-T.3
Lin, Y.-C.4
Lee, G.-H.5
Peng, S.-M.6
Liao, F.L.7
Wang, S.-L.8
Liu, R.S.9
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21
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0001170349
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For tungsten-mediated intramolecular PK reactions of α,β-unsaturated esters and nitriles, see: (a) Shiu, Y.-T.; Madhushaw, R. J.; Li, W.-T.; Lin, Y.-C.; Lee, G.-H.; Peng, S.-M.; Liao, F. L.; Wang, S.-L.; Liu, R. S. J. Am. Chem. Soc. 1999, 121, 4066-4067. (b) Hoye, T. R.; Suriano, J. A. J. Am. Chem. Soc. 1993, 115, 1154-1156.
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Hoye, T.R.1
Suriano, J.A.2
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(a) Shambayati, S.; Crowe, W. E.; Schreiber, S. L. Tetrahedron Lett. 1990, 31, 5289-5292.
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Shambayati, S.1
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Schreiber, S.L.3
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(b) Pérez-Serrano, L.; Casarrubios, L.; Domínguez, G.; Pérez-Castells, J. J. Org. Chem. 2000, 65, 3513-3519.
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Pérez-Serrano, L.1
Casarrubios, L.2
Domínguez, G.3
Pérez-Castells, J.4
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24
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0242642965
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Note: Unlike this behavior, Cazes et al. have reported some successful N-oxide-promoted intermolecular PK reactions (see ref 6a)
-
Unlike this behavior, Cazes et al. have reported some successful N-oxide-promoted intermolecular PK reactions (see ref 6a).
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25
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0542418919
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(a) Tanikaga, R.; Nozaki, Y.; Tamura, T.; Kaji, A. Synthesis 1983, 134-135.
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Synthesis
, pp. 134-135
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Tanikaga, R.1
Nozaki, Y.2
Tamura, T.3
Kaji, A.4
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26
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0242474520
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(b) Tanikaga, R.; Nozaki, Y.; Tamura, T.; Kaji, A. Chem. Lett. 1980, 781-784.
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Tanikaga, R.1
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Kaji, A.4
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27
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0242391199
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6, 80 °C; 72% yield] and further OH protection
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6, 80 °C; 72% yield] and further OH protection.
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28
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0000264742
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Nokami, J.; Mandai, T.; Imakura, Y.; Nishiuchi, K.; Kawada, M.; Wakabayashi, S. Tetrahedron Lett. 1981, 22, 4489-4490.
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Wakabayashi, S.6
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29
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0032509411
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(E)-Configuration of dienes 2 was established by comparison with related compounds, see: Nishida, M.; Adachi, N.; Onozuka, K.; Matsumura, H.; Mori, M. J. Org. Chem. 1998, 63, 9158-9159.
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Nishida, M.1
Adachi, N.2
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Matsumura, H.4
Mori, M.5
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30
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0242558277
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6 in trans arrangement)
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6 in trans arrangement).
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31
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0034613217
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Intramolecular PK reactions of enynes substituted at the allylic and propargylic position tend to be highly exo-selective. See, for instance: (a) Mukai, C.; Sonobe, H.; Kim, J. S.; Hanoka, M. J. Org. Chem. 2000, 65, 6654-6659. (b) Mukai, C.; Kim, J. S.; Sonobe, H.; Hanaoka, M. J. Org. Chem. 1999, 64, 6822-6832. (c) Magnus, P.; Principe, L. M.; Slater, M. J. J. Org. Chem. 1987, 52, 1483-1486. (d) Magnus, P.; Principe, L. M. Tetrahedron Lett. 1985, 26, 4851-4854. For endo-selective intramolecular PK reactions of α,β-unsaturated sulfones, see ref 8.
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J. Org. Chem.
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, pp. 6654-6659
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Mukai, C.1
Sonobe, H.2
Kim, J.S.3
Hanoka, M.4
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32
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0344117715
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Intramolecular PK reactions of enynes substituted at the allylic and propargylic position tend to be highly exo-selective. See, for instance: (a) Mukai, C.; Sonobe, H.; Kim, J. S.; Hanoka, M. J. Org. Chem. 2000, 65, 6654-6659. (b) Mukai, C.; Kim, J. S.; Sonobe, H.; Hanaoka, M. J. Org. Chem. 1999, 64, 6822-6832. (c) Magnus, P.; Principe, L. M.; Slater, M. J. J. Org. Chem. 1987, 52, 1483-1486. (d) Magnus, P.; Principe, L. M. Tetrahedron Lett. 1985, 26, 4851-4854. For endo-selective intramolecular PK reactions of α,β-unsaturated sulfones, see ref 8.
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(1999)
J. Org. Chem.
, vol.64
, pp. 6822-6832
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Mukai, C.1
Kim, J.S.2
Sonobe, H.3
Hanaoka, M.4
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33
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0023222798
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Intramolecular PK reactions of enynes substituted at the allylic and propargylic position tend to be highly exo-selective. See, for instance: (a) Mukai, C.; Sonobe, H.; Kim, J. S.; Hanoka, M. J. Org. Chem. 2000, 65, 6654-6659. (b) Mukai, C.; Kim, J. S.; Sonobe, H.; Hanaoka, M. J. Org. Chem. 1999, 64, 6822-6832. (c) Magnus, P.; Principe, L. M.; Slater, M. J. J. Org. Chem. 1987, 52, 1483-1486. (d) Magnus, P.; Principe, L. M. Tetrahedron Lett. 1985, 26, 4851-4854. For endo-selective intramolecular PK reactions of α,β-unsaturated sulfones, see ref 8.
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(1987)
J. Org. Chem.
, vol.52
, pp. 1483-1486
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Magnus, P.1
Principe, L.M.2
Slater, M.J.3
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34
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1442266343
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Intramolecular PK reactions of enynes substituted at the allylic and propargylic position tend to be highly exo-selective. See, for instance: (a) Mukai, C.; Sonobe, H.; Kim, J. S.; Hanoka, M. J. Org. Chem. 2000, 65, 6654-6659. (b) Mukai, C.; Kim, J. S.; Sonobe, H.; Hanaoka, M. J. Org. Chem. 1999, 64, 6822-6832. (c) Magnus, P.; Principe, L. M.; Slater, M. J. J. Org. Chem. 1987, 52, 1483-1486. (d) Magnus, P.; Principe, L. M. Tetrahedron Lett. 1985, 26, 4851-4854. For endo-selective intramolecular PK reactions of α,β-unsaturated sulfones, see ref 8.
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(1985)
Tetrahedron Lett.
, vol.26
, pp. 4851-4854
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Magnus, P.1
Principe, L.M.2
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35
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0001572919
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For Diels-Alder reactions of related dienylesters, see: Grigg, R.; Stevenson, P.; Worakun, T. Tetrahedron 1988, 44, 2033-2048.
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(1988)
Tetrahedron
, vol.44
, pp. 2033-2048
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Grigg, R.1
Stevenson, P.2
Worakun, T.3
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36
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0242642964
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Note: Stereochemical assignment of products 4i,j and 3j,n was based on NMR spectroscopic analysis (NOESY experiments)
-
Stereochemical assignment of products 4i,j and 3j,n was based on NMR spectroscopic analysis (NOESY experiments).
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