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For recent reviews on metathesis reactions see: a) Tetrahedron, 1999, 55, 8141 (Symposium in Print; Eds.: M. L. Snapper, A. H. Hoveyda); b) "Alkene Metathesis in Organic Synthesis": Top. Organomet. Chem. 1998, 1; c) S. Blechert, Pure Appl. Chem. 1999, 71, 1393; d) A. Fürstner, Angew. Chem. 2000, 112, 3140; Angew. Chem. Int. Ed. 2000, 39, 3012; e) T. M. Trnka, R. H. Grubbs, Acc. Chem. Res. 2001, 34, 18; f) S. J. Connon, S. Blechert, Angew. Chem. 2003, 115, 1944; Angew. Chem. Int. Ed. 2003, 42, 1900; g) R. E. Schrock, A. H. Hoveyda, Angew. Chem. 2003, 115, 4740; Angew. Chem. Int. Ed. 2003, 42, 4592; h) A. Deiters, S. F. Martin, Chem. Rev. 2004, 104, 2199.
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For recent reviews on metathesis reactions see: a) Tetrahedron, 1999, 55, 8141 (Symposium in Print; Eds.: M. L. Snapper, A. H. Hoveyda); b) "Alkene Metathesis in Organic Synthesis": Top. Organomet. Chem. 1998, 1; c) S. Blechert, Pure Appl. Chem. 1999, 71, 1393; d) A. Fürstner, Angew. Chem. 2000, 112, 3140; Angew. Chem. Int. Ed. 2000, 39, 3012; e) T. M. Trnka, R. H. Grubbs, Acc. Chem. Res. 2001, 34, 18; f) S. J. Connon, S. Blechert, Angew. Chem. 2003, 115, 1944; Angew. Chem. Int. Ed. 2003, 42, 1900; g) R. E. Schrock, A. H. Hoveyda, Angew. Chem. 2003, 115, 4740; Angew. Chem. Int. Ed. 2003, 42, 4592; h) A. Deiters, S. F. Martin, Chem. Rev. 2004, 104, 2199.
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For recent reviews on metathesis reactions see: a) Tetrahedron, 1999, 55, 8141 (Symposium in Print; Eds.: M. L. Snapper, A. H. Hoveyda); b) "Alkene Metathesis in Organic Synthesis": Top. Organomet. Chem. 1998, 1; c) S. Blechert, Pure Appl. Chem. 1999, 71, 1393; d) A. Fürstner, Angew. Chem. 2000, 112, 3140; Angew. Chem. Int. Ed. 2000, 39, 3012; e) T. M. Trnka, R. H. Grubbs, Acc. Chem. Res. 2001, 34, 18; f) S. J. Connon, S. Blechert, Angew. Chem. 2003, 115, 1944; Angew. Chem. Int. Ed. 2003, 42, 1900; g) R. E. Schrock, A. H. Hoveyda, Angew. Chem. 2003, 115, 4740; Angew. Chem. Int. Ed. 2003, 42, 4592; h) A. Deiters, S. F. Martin, Chem. Rev. 2004, 104, 2199.
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For recent reviews on metathesis reactions see: a) Tetrahedron, 1999, 55, 8141 (Symposium in Print; Eds.: M. L. Snapper, A. H. Hoveyda); b) "Alkene Metathesis in Organic Synthesis": Top. Organomet. Chem. 1998, 1; c) S. Blechert, Pure Appl. Chem. 1999, 71, 1393; d) A. Fürstner, Angew. Chem. 2000, 112, 3140; Angew. Chem. Int. Ed. 2000, 39, 3012; e) T. M. Trnka, R. H. Grubbs, Acc. Chem. Res. 2001, 34, 18; f) S. J. Connon, S. Blechert, Angew. Chem. 2003, 115, 1944; Angew. Chem. Int. Ed. 2003, 42, 1900; g) R. E. Schrock, A. H. Hoveyda, Angew. Chem. 2003, 115, 4740; Angew. Chem. Int. Ed. 2003, 42, 4592; h) A. Deiters, S. F. Martin, Chem. Rev. 2004, 104, 2199.
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For recent reviews on metathesis reactions see: a) Tetrahedron, 1999, 55, 8141 (Symposium in Print; Eds.: M. L. Snapper, A. H. Hoveyda); b) "Alkene Metathesis in Organic Synthesis": Top. Organomet. Chem. 1998, 1; c) S. Blechert, Pure Appl. Chem. 1999, 71, 1393; d) A. Fürstner, Angew. Chem. 2000, 112, 3140; Angew. Chem. Int. Ed. 2000, 39, 3012; e) T. M. Trnka, R. H. Grubbs, Acc. Chem. Res. 2001, 34, 18; f) S. J. Connon, S. Blechert, Angew. Chem. 2003, 115, 1944; Angew. Chem. Int. Ed. 2003, 42, 1900; g) R. E. Schrock, A. H. Hoveyda, Angew. Chem. 2003, 115, 4740; Angew. Chem. Int. Ed. 2003, 42, 4592; h) A. Deiters, S. F. Martin, Chem. Rev. 2004, 104, 2199.
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For recent reviews on metathesis reactions see: a) Tetrahedron, 1999, 55, 8141 (Symposium in Print; Eds.: M. L. Snapper, A. H. Hoveyda); b) "Alkene Metathesis in Organic Synthesis": Top. Organomet. Chem. 1998, 1; c) S. Blechert, Pure Appl. Chem. 1999, 71, 1393; d) A. Fürstner, Angew. Chem. 2000, 112, 3140; Angew. Chem. Int. Ed. 2000, 39, 3012; e) T. M. Trnka, R. H. Grubbs, Acc. Chem. Res. 2001, 34, 18; f) S. J. Connon, S. Blechert, Angew. Chem. 2003, 115, 1944; Angew. Chem. Int. Ed. 2003, 42, 1900; g) R. E. Schrock, A. H. Hoveyda, Angew. Chem. 2003, 115, 4740; Angew. Chem. Int. Ed. 2003, 42, 4592; h) A. Deiters, S. F. Martin, Chem. Rev. 2004, 104, 2199.
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For recent reviews on metathesis reactions see: a) Tetrahedron, 1999, 55, 8141 (Symposium in Print; Eds.: M. L. Snapper, A. H. Hoveyda); b) "Alkene Metathesis in Organic Synthesis": Top. Organomet. Chem. 1998, 1; c) S. Blechert, Pure Appl. Chem. 1999, 71, 1393; d) A. Fürstner, Angew. Chem. 2000, 112, 3140; Angew. Chem. Int. Ed. 2000, 39, 3012; e) T. M. Trnka, R. H. Grubbs, Acc. Chem. Res. 2001, 34, 18; f) S. J. Connon, S. Blechert, Angew. Chem. 2003, 115, 1944; Angew. Chem. Int. Ed. 2003, 42, 1900; g) R. E. Schrock, A. H. Hoveyda, Angew. Chem. 2003, 115, 4740; Angew. Chem. Int. Ed. 2003, 42, 4592; h) A. Deiters, S. F. Martin, Chem. Rev. 2004, 104, 2199.
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For recent reviews on metathesis reactions see: a) Tetrahedron, 1999, 55, 8141 (Symposium in Print; Eds.: M. L. Snapper, A. H. Hoveyda); b) "Alkene Metathesis in Organic Synthesis": Top. Organomet. Chem. 1998, 1; c) S. Blechert, Pure Appl. Chem. 1999, 71, 1393; d) A. Fürstner, Angew. Chem. 2000, 112, 3140; Angew. Chem. Int. Ed. 2000, 39, 3012; e) T. M. Trnka, R. H. Grubbs, Acc. Chem. Res. 2001, 34, 18; f) S. J. Connon, S. Blechert, Angew. Chem. 2003, 115, 1944; Angew. Chem. Int. Ed. 2003, 42, 1900; g) R. E. Schrock, A. H. Hoveyda, Angew. Chem. 2003, 115, 4740; Angew. Chem. Int. Ed. 2003, 42, 4592; h) A. Deiters, S. F. Martin, Chem. Rev. 2004, 104, 2199.
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For recent reviews on metathesis reactions see: a) Tetrahedron, 1999, 55, 8141 (Symposium in Print; Eds.: M. L. Snapper, A. H. Hoveyda); b) "Alkene Metathesis in Organic Synthesis": Top. Organomet. Chem. 1998, 1; c) S. Blechert, Pure Appl. Chem. 1999, 71, 1393; d) A. Fürstner, Angew. Chem. 2000, 112, 3140; Angew. Chem. Int. Ed. 2000, 39, 3012; e) T. M. Trnka, R. H. Grubbs, Acc. Chem. Res. 2001, 34, 18; f) S. J. Connon, S. Blechert, Angew. Chem. 2003, 115, 1944; Angew. Chem. Int. Ed. 2003, 42, 1900; g) R. E. Schrock, A. H. Hoveyda, Angew. Chem. 2003, 115, 4740; Angew. Chem. Int. Ed. 2003, 42, 4592; h) A. Deiters, S. F. Martin, Chem. Rev. 2004, 104, 2199.
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a) P. Schwab, M. B. France, J. W. Ziller, R. H. Grubbs, Angew. Chem. 1995, 107, 2179; Angew. Chem. Int. Ed. Eng. 1995, 34, 2039;
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a) S. B. Garber, J. S. Kingsbury, B. L. Gray, A. H. Hoveyda, J. Am. Chem. Soc. 2000, 122, 8168;
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See references [3-5]
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a) See references [3-5];
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b) M. Scholl, T. M. Trnka, J. P. Morgan, R. H. Grubbs, Tetrahedron Lett. 1999, 40, 2247;
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In some cases use of molybedum catalyst can be used to overcome these issues, for example: S. E. Denmark, S.-M. Yang, Tetrahedron 2004, 60, 9695.
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Geminal-disubstituted ruthenium alkylidenes are generated and react in dienyne RCM reactions: S.-H. Kim, W. J. Zuercher, N. B. Bowden, R. H. Grubbs, J. Org. Chem. 1996, 61, 1073.
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38
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16844384648
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note
-
In contrast, the cyclization of 11 in Scheme 4 does achieve a cyclization onto an electron-deficient olefin in preference to competing reactions.
-
-
-
-
39
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0037244612
-
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For reviews of enyne metathesis see: a) C. S. Poulsen, R. Madsen, Synthesis 2003, 1; b) S. T. Diver, A. J. Giessert, Chem. Rev. 2004, 104, 1317.
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Synthesis
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1842483218
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For reviews of enyne metathesis see: a) C. S. Poulsen, R. Madsen, Synthesis 2003, 1; b) S. T. Diver, A. J. Giessert, Chem. Rev. 2004, 104, 1317.
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For example, see: a) C-J. Wu, R. J. Madhushaw, R.-S. Liu, J. Org. Chem. 2003, 68, 7889; b) T. Honda, H. Namiki, K. Kaneda, H. Mizutani, Org. Lett. 2004, 6, 87.
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For example, see: a) C-J. Wu, R. J. Madhushaw, R.-S. Liu, J. Org. Chem. 2003, 68, 7889; b) T. Honda, H. Namiki, K. Kaneda, H. Mizutani, Org. Lett. 2004, 6, 87.
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