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1
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For general reviews: a
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For general reviews: (a) Enders, D.; Knopp, M.; Schiffers, R. Tetrahedron: Asymmetry 1996, 7, 1847-1882.
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Tetrahedron: Asymmetry
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Enders, D.1
Knopp, M.2
Schiffers, R.3
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4344610661
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(b) Castro, A. M. M. Chem. Rev. 2004, 104, 2939-3002.
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Chem. Rev
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Castro, A.M.M.1
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36949037942
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(c) Majumdar, K. C.; Alam, S.; Chattopadhyay, B. Tetrahedron 2007, 64, 597-643.
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Tetrahedron
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Majumdar, K.C.1
Alam, S.2
Chattopadhyay, B.3
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4
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0002967769
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For reviews of asymmetric Claisen rearrangements:(a) Ito, H.; Taguchi, T. Chem. Soc. Rev. 1999, 28, 43-50.
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For reviews of asymmetric Claisen rearrangements:(a) Ito, H.; Taguchi, T. Chem. Soc. Rev. 1999, 28, 43-50.
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7
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37549022166
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Hiersemann, M, Nubbemeyer, U, Eds, Wiley-VCH: Weinheim, Germany
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Hiersemann, M., Nubbemeyer, U., Eds. The Claisen Rearrangment; Wiley-VCH: Weinheim, Germany, 2007.
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(2007)
The Claisen Rearrangment
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8
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0035905526
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(a) Abraham, L.; Czerwonka, R.; Hiersemann, M. Angew. Chem., Int. Ed. 2001, 40, 4700-4703.
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(2001)
Angew. Chem., Int. Ed
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Abraham, L.1
Czerwonka, R.2
Hiersemann, M.3
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10
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1842635738
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(c) Abraham, L.; Koerner, M.; Hiersemann, M. Tetrahedron Lett. 2004, 45, 3647-3650.
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(2004)
Tetrahedron Lett
, vol.45
, pp. 3647-3650
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Abraham, L.1
Koerner, M.2
Hiersemann, M.3
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11
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7044286189
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including references therein
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(d) Abraham, L.; Koerner, M.; Schwab, P.; Hiersemann, M. Adv. Synth. Catal. 2004, 346, 1281-1294, including references therein.
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(2004)
Adv. Synth. Catal
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, pp. 1281-1294
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Abraham, L.1
Koerner, M.2
Schwab, P.3
Hiersemann, M.4
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13
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84950081848
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For a classic example where turnover is problematic, see
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For a classic example where turnover is problematic, see: Yamamoto, H.; Maruoka, K. Pure Appl. Chem. 1990, 62, 2063-2068.
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(1990)
Pure Appl. Chem
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, pp. 2063-2068
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Yamamoto, H.1
Maruoka, K.2
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14
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84889308411
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The Meerwein-Eschenmoser-Claisen Rearrangement
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Hiersemann, M, Nubbemeyer, U, Eds, Wiley-VCH: Weinheim
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Gradl, S. N.; Trauner, D. The Meerwein-Eschenmoser-Claisen Rearrangement. In The Claisen Rearrangement; Hiersemann, M., Nubbemeyer, U., Eds.; Wiley-VCH: Weinheim, 2007; pp 367-396.
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The Claisen Rearrangement
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Gradl, S.N.1
Trauner, D.2
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15
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0034640982
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Booker-Milburn, K. I.; Fedouloff, M.; Paknoham, S. J.; Strachan, J. B.; Melville, J. L.; Voyle, M. Tetrahedron Lett. 2000, 41, 4657-4661.
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Tetrahedron Lett
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Booker-Milburn, K.I.1
Fedouloff, M.2
Paknoham, S.J.3
Strachan, J.B.4
Melville, J.L.5
Voyle, M.6
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16
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77957022703
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Selected natural products:(a) Takano, S.; Ogasawara, K. Alkaloids 1989, 36, 225-251.
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Selected natural products:(a) Takano, S.; Ogasawara, K. Alkaloids 1989, 36, 225-251.
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18
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0031819833
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Notoamides
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(c) Wang, H. J.; Gloer, J. B.; Wicklow, D. T.; Dowd, P. F. J. Nat. Prod. 1998, 61, 804-807. Notoamides:
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J. Nat. Prod
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Wang, H.J.1
Gloer, J.B.2
Wicklow, D.T.3
Dowd, P.F.4
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19
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34249104049
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(d) Kato, H.; Yoshida, T.; Tokue, T.; Nojiri, Y.; Hirota, H.; Ohta, T.; Williams, R. M.; Tsukamoto, S. Angew. Chem., Int. Ed. 2007, 46, 2254-2256.
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(2007)
Angew. Chem., Int. Ed
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Kato, H.1
Yoshida, T.2
Tokue, T.3
Nojiri, Y.4
Hirota, H.5
Ohta, T.6
Williams, R.M.7
Tsukamoto, S.8
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20
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22944473048
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Selected biological agents: (a) Ding, K.; Lu, Y.; Nikolovska-Coleska, Z.; Qiu, S.; Ding, Y.; Gao, W.; Stuckey, J.; Krajewski, K.; Roller, P. P.; Tomita, Y.; Parrish, D. A.; Deschamps, J. R.; Wang, S. J. Am. Chem. Soc. 2005, 127, 10130-10131.
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Selected biological agents: (a) Ding, K.; Lu, Y.; Nikolovska-Coleska, Z.; Qiu, S.; Ding, Y.; Gao, W.; Stuckey, J.; Krajewski, K.; Roller, P. P.; Tomita, Y.; Parrish, D. A.; Deschamps, J. R.; Wang, S. J. Am. Chem. Soc. 2005, 127, 10130-10131.
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21
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33745154819
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(b) Ding, K.; Lu, Y.; Nikolovska-Coleska, Z.; Wang, G.; Qiu, S.; Shangary, S.; Gao, W.; Qin, D.; Stuckey, J.; Krajewski, K.; Roller, P. P.; Wang, S. J. Med. Chem. 2006, 49, 3432-3435.
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(2006)
J. Med. Chem
, vol.49
, pp. 3432-3435
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Ding, K.1
Lu, Y.2
Nikolovska-Coleska, Z.3
Wang, G.4
Qiu, S.5
Shangary, S.6
Gao, W.7
Qin, D.8
Stuckey, J.9
Krajewski, K.10
Roller, P.P.11
Wang, S.12
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22
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33846842437
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(c) Franz, A. K.; Dreyfuss, P. D.; Schreiber, S. L J. Am. Chem. Soc. 2007, 129, 1020-1021.
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(2007)
J. Am. Chem. Soc
, vol.129
, pp. 1020-1021
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Franz, A.K.1
Dreyfuss, P.D.2
Schreiber, S.L.3
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23
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0032496952
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(a) Ashimori, A.; Bachand, B.; Overman, L. E.; Poon, D. J. J. Am. Chem. Soc. 1998, 120, 6477-6487.
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(1998)
J. Am. Chem. Soc
, vol.120
, pp. 6477-6487
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Ashimori, A.1
Bachand, B.2
Overman, L.E.3
Poon, D.J.4
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24
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0032496939
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(b) Ashimori, A.; Bachand, B.; Govek, S.; Overman, L. E.; Poon, D. J. J. Am. Chem. Soc. 1998, 120, 6488-6499.
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(1998)
J. Am. Chem. Soc
, vol.120
, pp. 6488-6499
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Ashimori, A.1
Bachand, B.2
Govek, S.3
Overman, L.E.4
Poon, D.J.5
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25
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0042819678
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Hills, I. D.; Fu, G. C. Angew. Chem., Int. Ed. 2003, 42, 3921-3924.
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(2003)
Angew. Chem., Int. Ed
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, pp. 3921-3924
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Hills, I.D.1
Fu, G.C.2
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26
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11844297372
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Trost, B. M.; Frederiksen, M. U. Angew. Chem., Int. Ed. 2005, 44, 308-310.
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(2005)
Angew. Chem., Int. Ed
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, pp. 308-310
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Trost, B.M.1
Frederiksen, M.U.2
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29
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35348943329
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There is also a report of trimethylenemethane [3 + 2]-cycloaddition to yield chiral oxindoles containing spiro ring systems at C3: Trost, B. M.; Cramer, N.; Silverman, S. M. J. Am. Chem. Soc. 2007, 129, 12396-12397.
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There is also a report of trimethylenemethane [3 + 2]-cycloaddition to yield chiral oxindoles containing spiro ring systems at C3: Trost, B. M.; Cramer, N.; Silverman, S. M. J. Am. Chem. Soc. 2007, 129, 12396-12397.
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30
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57149109478
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See Supporting Information
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See Supporting Information.
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31
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0028047330
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Allen, J. V.; Dawson, G. J.; Frost, C. G.; Williams, J. M. J. Tetrahedron 1994, 50, 799-808.
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(1994)
Tetrahedron
, vol.50
, pp. 799-808
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Allen, J.V.1
Dawson, G.J.2
Frost, C.G.3
Williams, J.M.J.4
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32
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57149094960
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Surprisingly, lowering the temperature to improve enantioselectivity caused a disproportionate change in the rate (>12 h at-20°C).
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Surprisingly, lowering the temperature to improve enantioselectivity caused a disproportionate change in the rate (>12 h at-20°C).
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33
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0347761350
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Jeulin, S.; Duprat de Paule, S.; Ratovelomanana-Vidal, V.; Genêt, J.-P.; Champion, N.; Dellis, P. Angew. Chem., Int. Ed. 2004, 43, 320-325.
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Angew. Chem., Int. Ed
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, pp. 320-325
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Jeulin, S.1
Duprat de Paule, S.2
Ratovelomanana-Vidal, V.3
Genêt, J.-P.4
Champion, N.5
Dellis, P.6
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34
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Alternately, rearrangement via double bond activation may be possible: Watson, M. P.; Overman, L. E.; Bergman, R. G. J. Am. Chem. Soc. 2007, 129, 5031-5044.
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Alternately, rearrangement via double bond activation may be possible: Watson, M. P.; Overman, L. E.; Bergman, R. G. J. Am. Chem. Soc. 2007, 129, 5031-5044.
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