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1
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0030771019
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For recent reviews on olefin metathesis, see: (a) Schuster, M.; Blechert, S. Angew. Chem., Int. Ed. Engl. 1997, 36, 2036-2056.
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(1997)
Angew. Chem., Int. Ed. Engl.
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Schuster, M.1
Blechert, S.2
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5
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33746236970
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(a) Schwab, P.; France, M. B.; Ziller, J. W.; Grubbs, R. H. Angew. Chem., Int. Ed. Engl. 1995, 34, 2039-2041.
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(1995)
Angew. Chem., Int. Ed. Engl.
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Schwab, P.1
France, M.B.2
Ziller, J.W.3
Grubbs, R.H.4
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6
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0001855961
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(b) Schwab, P.; Grubbs, R. H.; Ziller, J. W. J. Am. Chem. Soc. 1996, 118, 100-110.
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(1996)
J. Am. Chem. Soc.
, vol.118
, pp. 100-110
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Schwab, P.1
Grubbs, R.H.2
Ziller, J.W.3
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7
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0001077422
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(a) Schrock, R. R.; Murdzeck, J. S.; Bazan, G. C.; Robbin, J.; Dimare, M.; O'Regan, M. J. Am. Chem. Soc. 1990, 112, 3875-3886.
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Schrock, R.R.1
Murdzeck, J.S.2
Bazan, G.C.3
Robbin, J.4
Dimare, M.5
O'Regan, M.6
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8
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85004258725
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(b) Bazan, G .C.; Oskam, J. H.; Cho, H. N.; Park, L. Y.; Schrock, R. R. J. Am. Chem. Soc. 1991, 113, 6899-6907.
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J. Am. Chem. Soc.
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Bazan, G.C.1
Oskam, J.H.2
Cho, H.N.3
Park, L.Y.4
Schrock, R.R.5
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9
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0029860486
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(a) Miller, S. J.; Blackwell, H. E.; Grubbs, R. H. J. Am. Chem. Soc. 1996, 118, 9606-9614.
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(1996)
J. Am. Chem. Soc.
, vol.118
, pp. 9606-9614
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Miller, S.J.1
Blackwell, H.E.2
Grubbs, R.H.3
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10
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0030850057
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(b) Yang, Z.: He, Y.; Vourloumis, D.; Vallberg, H.; Nicolaou, K. C. Angew. Chem., Int. Ed. Engl. 1997, 36, 166-168.
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(1997)
Angew. Chem., Int. Ed. Engl.
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Yang, Z.1
He, Y.2
Vourloumis, D.3
Vallberg, H.4
Nicolaou, K.C.5
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11
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0031003926
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(c) Kim, S. H.; Figueroa, I.; Fuchs, P. L. Tetrahedron Lett. 1997, 38, 2601-2604.
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(1997)
Tetrahedron Lett.
, vol.38
, pp. 2601-2604
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Kim, S.H.1
Figueroa, I.2
Fuchs, P.L.3
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13
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0030669587
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(e) Meng, D.; Bertinato, P.; Balog, A.; Su, D.; Kamenecka, T.; Sorensen, E. J.; Danishefsky, S. J. J. Am. Chem. Soc. 1997, 119, 10073-10092.
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(1997)
J. Am. Chem. Soc.
, vol.119
, pp. 10073-10092
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Meng, D.1
Bertinato, P.2
Balog, A.3
Su, D.4
Kamenecka, T.5
Sorensen, E.J.6
Danishefsky, S.J.7
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15
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0033579147
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(g) Lee, D.; Sello, J. K.; Schreiber, S. L. J. Am. Chem. Soc. 1999, 121, 10648-10649.
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(1999)
J. Am. Chem. Soc.
, vol.121
, pp. 10648-10649
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Lee, D.1
Sello, J.K.2
Schreiber, S.L.3
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16
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0001166918
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(h) Dixon, D. J.; Foster, A. C.; Ley, S. V. Org. Lett. 2000, 2, 123-125.
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(2000)
Org. Lett.
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Dixon, D.J.1
Foster, A.C.2
Ley, S.V.3
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17
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0034728569
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(i) Paquette, L. A.; Tae, J.; Arrington, M. P.; Sadoun, A. H. J. Am. Chem. Soc. 2000, 122, 2742-2748.
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(2000)
J. Am. Chem. Soc.
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Paquette, L.A.1
Tae, J.2
Arrington, M.P.3
Sadoun, A.H.4
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18
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0034595258
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(j) Dvorak, C. A.; Schmitz, W. D.; Poon, D .J.; Pryde, D. C.; Lawson, J. P.; Amos, R. A.; Meyers, A. I. Angew. Chem., Int. Ed. 2000, 39, 1664-1666.
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(2000)
Angew. Chem., Int. Ed.
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Dvorak, C.A.1
Schmitz, W.D.2
Poon, D.J.3
Pryde, D.C.4
Lawson, J.P.5
Amos, R.A.6
Meyers, A.I.7
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19
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0034709378
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and also see ref 1
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(k) Smith, A. B., III; Kozmin, S. A.; Adams, C. M.; Paone, D. V. J. Am. Chem. Soc. 2000, 122, 4984-4985 and also see ref 1.
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J. Am. Chem. Soc.
, vol.122
, pp. 4984-4985
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Smith A.B. III1
2
Kozmin, S.A.3
Adams, C.M.4
Paone, D.V.5
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20
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0033598258
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For related ruthenium olefin metathesis catalysts with N-heterocyclic carbene ligand, see
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(a) Scholl, M.; Ding, S.; Lee, C. W.; Grubbs, R. H. Org. Lett. 1999, 1, 953-956. For related ruthenium olefin metathesis catalysts with N-heterocyclic carbene ligand, see:
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(1999)
Org. Lett.
, vol.1
, pp. 953-956
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Scholl, M.1
Ding, S.2
Lee, C.W.3
Grubbs, R.H.4
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21
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0033582991
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(b) Scoll, M.; Trunka, T.; Morgan, J. P.; Grubbs, R. H. Tetrahedron Lett. 1999, 40, 2247-2250.
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(1999)
Tetrahedron Lett.
, vol.40
, pp. 2247-2250
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Scoll, M.1
Trunka, T.2
Morgan, J.P.3
Grubbs, R.H.4
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22
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0033620417
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(c) Huang, J. K.; Stevens, E. D.; Nolan, S. P.; Peterson, J. L. J. Am. Chem. Soc. 1999, 121, 2674-2678.
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(1999)
J. Am. Chem. Soc.
, vol.121
, pp. 2674-2678
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Huang, J.K.1
Stevens, E.D.2
Nolan, S.P.3
Peterson, J.L.4
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23
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85037515967
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(d) Ackermann, L.; Fürstner, A.; Weskamp, T.; Kohl, F. J.; Herrmann, W. A. Tetrahedron Lett. 1999, 40, 2518-2519.
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(1999)
Tetrahedron Lett.
, vol.40
, pp. 2518-2519
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Ackermann, L.1
Fürstner, A.2
Weskamp, T.3
Kohl, F.J.4
Herrmann, W.A.5
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25
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0034685462
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and also see ref 5
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(b) Chatterjee, A. K.; Morgan, J. P.; Scholl, M.; Grubbs, R. H. J. Am. Chem. Soc. 2000, 122, 3783-3784 and also see ref 5.
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(2000)
J. Am. Chem. Soc.
, vol.122
, pp. 3783-3784
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Chatterjee, A.K.1
Morgan, J.P.2
Scholl, M.3
Grubbs, R.H.4
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26
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0033578944
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Ulman, M. Ph.D. Dissertation, California Institute of Technology, Pasadena, CA, 2000. As previously reported for a ruthenium complex combining an imidazolinylidene ligand, the dissociation of the phosphine ligand is suggested. See: Ulman, M.; Grubbs, R. H. J. Org. Chem. 1999, 64, 7202-7207.
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(1999)
J. Org. Chem.
, vol.64
, pp. 7202-7207
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Ulman, M.1
Grubbs, R.H.2
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29
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0032500161
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Recently, macrocyclic Z-alkene compounds have been prepared indirectly using alkyne metathesis. See
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(c) Goldberg, W. P. D.; Hobber, A .S.; Weiler, L. Tetrahedron Lett. 1998, 39, 4955-4958. Recently, macrocyclic Z-alkene compounds have been prepared indirectly using alkyne metathesis. See:
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(1998)
Tetrahedron Lett.
, vol.39
, pp. 4955-4958
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Goldberg, W.P.D.1
Hobber, A.S.2
Weiler, L.3
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30
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0038731101
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(d) Fürstner, A.; Seidel, G. Angew. Chem., Int. Ed. 1998, 37, 1734-1736.
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(1998)
Angew. Chem., Int. Ed.
, vol.37
, pp. 1734-1736
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Fürstner, A.1
Seidel, G.2
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31
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0033537059
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(e) Fürstner, A.; Guth, O.; Rumbo, A.; Seidel, G. J. Am. Chem. Soc. 1999, 121, 11108-11113.
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(1999)
J. Am. Chem. Soc.
, vol.121
, pp. 11108-11113
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Fürstner, A.1
Guth, O.2
Rumbo, A.3
Seidel, G.4
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33
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0030889136
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For a previous report of remote functionality affecting stereoselectivity, see ref 8a
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Meng, D.; Su, D.; Balog, A.; Bertinato, P.; Sorensen, E. J.; Danishefsky, S. J.; Zheng, Y.; Chou, T.; He, L.; Horwitz, S. B. J. Am. Chem. Soc. 1997, 119, 2733-2734. For a previous report of remote functionality affecting stereoselectivity, see ref 8a.
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(1997)
J. Am. Chem. Soc.
, vol.119
, pp. 2733-2734
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Meng, D.1
Su, D.2
Balog, A.3
Bertinato, P.4
Sorensen, E.J.5
Danishefsky, S.J.6
Zheng, Y.7
Chou, T.8
He, L.9
Horwitz, S.B.10
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34
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85037494623
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note
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2 210.1620.
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35
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0043199564
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We believe that a free hydroxyl group might coordinate to the ruthenium metal center, changing catalyst properties. For other examples of oxygen chelation to olefin metathesis catalyst, see: (a) Johnson, L .K.; Grubbs, R. H.; Ziller, J. W. J. Am. Chem. Soc. 1993, 115, 8130-8145.
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(1993)
J. Am. Chem. Soc.
, vol.115
, pp. 8130-8145
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Johnson, L.K.1
Grubbs, R.H.2
Ziller, J.W.3
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36
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0000773294
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(b) Johnson, L. K.; Frey, M.; Ulibarri, T. A.; Virgil, S. C.; Grubbs, R. H.; Ziller, J. W. J. Am. Chem. Soc. 1993, 115. 8167-8177.
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(1993)
J. Am. Chem. Soc.
, vol.115
, pp. 8167-8177
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Johnson, L.K.1
Frey, M.2
Ulibarri, T.A.3
Virgil, S.C.4
Grubbs, R.H.5
Ziller, J.W.6
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38
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0033518572
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Kingsbury, J. S.; Harrity, J. P. A.; Bonitatebus, P. J., Jr.; Hoveyda, A. H. J. Am. Chem. Soc. 1999, 121, 791-799.
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(1999)
J. Am. Chem. Soc.
, vol.121
, pp. 791-799
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Kingsbury, J.S.1
Harrity, J.P.A.2
Bonitatebus P.J., Jr.3
Hoveyda, A.H.4
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39
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85037506901
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note
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2OTBS.
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2otbs.
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40
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33847088931
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For the kinetic study of the isomerization in olefin metathesis, see: (a) Bilou, J. L.; Basset, J.; Mutin, R.; Graydon, W. F. J. Am. Chem. Soc. 1977, 99, 4083-4090.
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(1977)
J. Am. Chem. Soc.
, vol.99
, pp. 4083-4090
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Bilou, J.L.1
Basset, J.2
Mutin, R.3
Graydon, W.F.4
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33748609335
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(c) Couturier, J.; Paillet, C.; Leconte, M.; Basset, J.; Weiss, K. Angew. Chem., Int. Ed. Engl. 1992, 31, 628-630.
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(1992)
Angew. Chem., Int. Ed. Engl.
, vol.31
, pp. 628-630
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Couturier, J.1
Paillet, C.2
Leconte, M.3
Basset, J.4
Weiss, K.5
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43
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85037510168
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note
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Calculation with MM3*, see ref 8c.
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