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Alkynes: (a) Wender, P. A.; Takahashi, H.; Witulski, B. J. Am. Chem. Soc. 1995, 117, 4720.
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Wender, P.A.1
Takahashi, H.2
Witulski, B.3
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2
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0033544372
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(b) Wender, P. A.; Dyckman, A. J.; Husfeld, C. O.; Kadereit, D.; Love, J. A.; Rieck, H. J. Am. Chem. Soc. 1999, 121, 10442.
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Wender, P.A.1
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Husfeld, C.O.3
Kadereit, D.4
Love, J.A.5
Rieck, H.6
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4
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0035835039
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(d) Wender, P. A.; Barzilay, C. M.; Dyckman, A. J. J. Am. Chem. Soc. 2001, 123, 179.
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5
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Alkenes: (e) Wender, P. A.; Husfeld, C. O.; Langkopf, E.; Love, J. A. J. Am. Chem. Soc. 1998, 120, 1940.
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J. Am. Chem. Soc.
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Langkopf, E.3
Love, J.A.4
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6
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0033538287
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Allenes: (f) Wender, P. A.; Glorius, F.; Husfeld, C. O.; Langkopf, E.; Love, J. A. J. Am. Chem. Soc. 1999, 121, 5348.
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J. Am. Chem. Soc.
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Wender, P.A.1
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Love, J.A.5
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7
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0032543523
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(g) Wender, P. A.; Husfeld, C. O.; Langkopf, E.; Love, J. A.; Pleuss N. Tetrahedron 1998, 54, 7203.
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Tetrahedron
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Wender, P.A.1
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Pleuss, N.5
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8
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77956635595
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Evans, P. A., Ed.; Wiley-VCH: Weinheim, Germany; Chapter 13
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For a review, see: (h) Wender, P. A.; Gamber, G. G.; Williams, T. J. In Modern Rhodium-Catalyzed Organic Reactions; Evans, P. A., Ed.; Wiley-VCH: Weinheim, Germany, 2005; Chapter 13.
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Modern Rhodium-Catalyzed Organic Reactions
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Wender, P.A.1
Gamber, G.G.2
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(b) Wang, B.; Cao, P.; Zhang, X. Tetrahedron Lett. 2000, 41, 8041.
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Ru(II): (c) Trost, B. M.; Toste, F. D.; Shen, H. J. Am. Chem. Soc. 2000, 122, 2379.
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Trost, B.M.1
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(e) Lee, S. I.; Park, S. Y.; Park, J. H.; Jung, I. G. Choi, S. Y.; Chung, Y. K.; Lee, B. Y. J. Org. Chem. 2006, 71, 91.
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Lee, S.I.1
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(a) Wender, P. A.; Rieck, H.; Fuji, M. J. Am. Chem. Soc. 1998, 120, 10976.
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(b) Wender, P. A.; Dyckman, A. J.; Husfeld, C. O.; Scanio, M. J. C. Org. Lett. 2000, 2, 1609.
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Org. Lett.
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(c) Wegner, H.; de Meijere, A.; Wender, P. A. J. Am. Chem. Soc. 2005, 127, 6530.
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0037011303
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(b) Wender, P. A.; Williams, T. J. Angew. Chem., Int. Ed. 2002, 41, 4550. Further examples can be found in refs 1-3.
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Wender, P.A.1
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0030884126
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For example, phorbol: (a) Wender, P. A.; Rice, K. D.; Schnute, M. E. J. Am. Chem. Soc. 1997, 119, 7897.
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Dictamnol: (a) Wender, P. A.; Fuji, M.; Husfeld, C. O.; Love, J. A. Org. Lett. 1999, 1, 137.
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(1999)
Org. Lett.
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25
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4444337772
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For a review on another asymmetric cycloaddition ([4 + 3]) for seven-membered ring synthesis, see: Hartung, I. V.; Hoffmann, H. M. R. Angew. Chem., Int. Ed. 2004, 43, 1934.
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(b) Jolly, R. S.; Luedtke, G.; Sheehan, D.; Livinghouse, T. J. Am. Chem. Soc. 1990, 112, 4965.
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(c) Wender, P. A.; Jenkins, T. E.; Suzuki, S. J. Am. Chem. Soc. 1995, 117, 1843.
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Also see ref 2a,b,c. Chiral catalysts: (d) McKinstry, L.; Livinghouse, T. Tetrahedron 1994, 50, 6145.
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(e) Gilbertson, S. R.; Hoge, G. S.; Genov, D. G. J. Org. Chem. 1998, 63, 10077.
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0035189273
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(g) Heath, H.; Wolfe, B.; Livinghouse, T.; Bae, S. K. Synthesis 2001, 2341. We find that 5a gives both 6a and 6b with different enantiomeric excesses (see Supporting Information). Diagram presented.
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Synthesis
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Heath, H.1
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33
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33646564892
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note
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Analogous results for the conversion of 3 to 4 were observed. 54% ee at 80% conversion and 70 °C.
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34
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1542694981
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2. See: (a) Miyashita, A.; Yasuda, A.; Takaya, H.; Toriumi, K.; Ito, T.; Souchi, T.; Noyori, R. J. Am. Chem. Soc. 1980, 102, 7932.
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(b) Toriumi, K.; Ito, T.; Takaya, H.; Souchi, T.; Noyori, R. Acta Crystallogr., Sect. B: Struct. Sci. 1982, 38, 807.
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Yu, Z.-X.; Wender, P. A.; Houk, K. N. J. Am. Chem. Soc. 2004, 126, 9154.
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