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(a) Tezuka, Y.; Ali, M. S.; Banskota, A. H.; Kadota, S. Tetrahedron Lett. 2000, 41, 5903-5907.
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(b) Ali, M. S.; Tezuka, Y.; Banskota, A. H.; Kadota, S. J. Nat. Prod. 2001, 64, 491-496.
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28444498830
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Koch, M. A.; Schuffenhauer, A.; Scheck, M.; Casaulta, M.; Odermatt, A.; Waldmann, H. Proc. Natl. Ac. Sci. 2005, 102, 17272.
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Schuffenhauer, A.2
Scheck, M.3
Casaulta, M.4
Odermatt, A.5
Waldmann, H.6
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13
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10044253102
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Koch, M. A.; Wittenberg, L.-O.; Basu, S.; Jeyaraj, D. A.; Gourzoulidou, E.; Reinecke, K.; Odermatt, A.; Waldmann, H. Proc. Natl. Ac. Sci. 2004, 101, 16721.
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Proc. Natl. Ac. Sci
, vol.101
, pp. 16721
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Koch, M.A.1
Wittenberg, L.-O.2
Basu, S.3
Jeyaraj, D.A.4
Gourzoulidou, E.5
Reinecke, K.6
Odermatt, A.7
Waldmann, H.8
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14
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33746047675
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Nören-Müller, A.; Reis-Corrèa, I. Jr.; Prinz, H.; Rosenbaum, C; Saxena, K.; Schwalbe, H.; Vestweber, D.; Cagna, G.; Schunk, S.; Schwarz, O.; Schiewe, H.; Waldmann, H. Proc. Natl. Ac. Sci. 2006, 103, 10606.
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Proc. Natl. Ac. Sci
, vol.103
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Nören-Müller, A.1
Reis-Corrèa Jr., I.2
Prinz, H.3
Rosenbaum, C.4
Saxena, K.5
Schwalbe, H.6
Vestweber, D.7
Cagna, G.8
Schunk, S.9
Schwarz, O.10
Schiewe, H.11
Waldmann, H.12
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15
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4544365737
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For previous reports on such syntheses from our laboratory see
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(a) For previous reports on such syntheses from our laboratory see: Spiroacetals Barun, O.; Sommer, S.; Waldmann, H. Angew. Chem. Int. Ed. 2004, 43, 3195-3199.
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(2004)
Angew. Chem. Int. Ed
, vol.43
, pp. 3195-3199
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Spiroacetals Barun, O.1
Sommer, S.2
Waldmann, H.3
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17
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27844607742
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Barun, O.; Kumar, K.; Sommer, S.; Langerak, A.; Mayer, T. U.; Müller, O.; Waldmann, H. Eur. J. Org. Chem. 2005, 22, 4773-4788 α,ß-Unsaturated lactones.
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(c) Barun, O.; Kumar, K.; Sommer, S.; Langerak, A.; Mayer, T. U.; Müller, O.; Waldmann, H. Eur. J. Org. Chem. 2005, 22, 4773-4788 α,ß-Unsaturated lactones.
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18
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33748850965
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(d) Garcia, A.-B.; Lessmann, T.; Umarye, J.; Mamane, V.; Sommer, S.; Waldmann, H. Chem. Comm. 2006, 3868-3870.
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(2006)
Chem. Comm
, pp. 3868-3870
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Garcia, A.-B.1
Lessmann, T.2
Umarye, J.3
Mamane, V.4
Sommer, S.5
Waldmann, H.6
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19
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34250351571
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(e) Umarye, J. D.; Lessmann, T. A.; Garcia, B.; Mamane, V.; Sommer, S.; Waldmann, H. Chem. A Eur. J. 2007, 13, 3305-3319.
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(2007)
Chem. A Eur. J
, vol.13
, pp. 3305-3319
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Umarye, J.D.1
Lessmann, T.A.2
Garcia, B.3
Mamane, V.4
Sommer, S.5
Waldmann, H.6
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20
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34248664049
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(f) Mamane, V.; García, A. B.; Umarye, J. D.; Lessmann, T.; Sommer, S.; Waldmann, H. Tetrahedron, 2007, 63, 5754-5767.
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(2007)
Tetrahedron
, vol.63
, pp. 5754-5767
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Mamane, V.1
García, A.B.2
Umarye, J.D.3
Lessmann, T.4
Sommer, S.5
Waldmann, H.6
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21
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33748268305
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Tetrahydropyrans:(g) Sanz, M. A.; Voigt, T.; Waldmann, H. Adv. Synth. Catal. 2006, 348, 1511-1515.
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Tetrahydropyrans:(g) Sanz, M. A.; Voigt, T.; Waldmann, H. Adv. Synth. Catal. 2006, 348, 1511-1515.
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22
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0347123565
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Indoles:, h
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Indoles:. (h) Rosenbaum, C.; Baumhof, P.; Mazitschek, R.; Müller, O.; Giannis, A.; Waldmann, H. Angew. Chem. Int. Ed. 2004, 43, 224-228.
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(2004)
Angew. Chem. Int. Ed
, vol.43
, pp. 224-228
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Rosenbaum, C.1
Baumhof, P.2
Mazitschek, R.3
Müller, O.4
Giannis, A.5
Waldmann, H.6
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23
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0042669722
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(i) Rosenbaum, C.; Katzka, C.; Marzinzik, A.; Waldmann, H. Chem. Comm. 2003, 1822-1823.
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(2003)
Chem. Comm
, pp. 1822-1823
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Rosenbaum, C.1
Katzka, C.2
Marzinzik, A.3
Waldmann, H.4
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24
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0033523661
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(j) Meseguer, B.; Alonso-Díaz, D.; Griebenow, N.; Herget, T.; Waldmann, H. Angew. Chem. Int. Ed. 1999, 38, 2902-2906.
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(1999)
Angew. Chem. Int. Ed
, vol.38
, pp. 2902-2906
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Meseguer, B.1
Alonso-Díaz, D.2
Griebenow, N.3
Herget, T.4
Waldmann, H.5
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25
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85046528002
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(k) Meseguer, B.; Alonso-Díaz, D.; Griebenow, N.; Herget, T.; Waldmann, H. Chem. Eur. J. 2000, 5, 3943-3957.
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(2000)
Chem. Eur. J
, vol.5
, pp. 3943-3957
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Meseguer, B.1
Alonso-Díaz, D.2
Griebenow, N.3
Herget, T.4
Waldmann, H.5
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26
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34548575524
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Indoloquinolizidines see also ref. 10 and Corrêa, I. R., Jr.; Noeren-Mueller, A.; Ambrosi, H. D.; Jakupovic, S.; Saxena, K.; Schwalbe, H.; Prinz, H.; Kaiser, M.; Waldman, H. Chem. Asian J. 2007, 2, 1109-1126. Decalins:.
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Indoloquinolizidines see also ref. 10 and Corrêa, I. R., Jr.; Noeren-Mueller, A.; Ambrosi, H. D.; Jakupovic, S.; Saxena, K.; Schwalbe, H.; Prinz, H.; Kaiser, M.; Waldman, H. Chem. Asian J. 2007, 2, 1109-1126. Decalins:.
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27
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0037126836
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(l) Brohm, D.; Metzger, S.; Bhargava, A.; Müller, O.; Lieb, F.; Waldmann, H. Angew. Chem. Int. Ed. 2002, 41, 307-311.
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(2002)
Angew. Chem. Int. Ed
, vol.41
, pp. 307-311
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Brohm, D.1
Metzger, S.2
Bhargava, A.3
Müller, O.4
Lieb, F.5
Waldmann, H.6
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28
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0037032265
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(m) Brohm, D.; Philippe, N.; Metzger, S.; Bhargava, A.; Müller, O.; Lieb, F.; Waldmann, H. J. Am. Chem. Soc. 2002, 124, 13171-13178.
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(2002)
J. Am. Chem. Soc
, vol.124
, pp. 13171-13178
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Brohm, D.1
Philippe, N.2
Metzger, S.3
Bhargava, A.4
Müller, O.5
Lieb, F.6
Waldmann, H.7
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29
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0035965756
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(n) Stahl, P.; Kissau, L.; Matzischek, R.; Huwe, A.; Furet, P.; Giannis, A.; Waldmann, H. J. Am. Chem. Soc. 2001, 123, 11586-11593.
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(2001)
J. Am. Chem. Soc
, vol.123
, pp. 11586-11593
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Stahl, P.1
Kissau, L.2
Matzischek, R.3
Huwe, A.4
Furet, P.5
Giannis, A.6
Waldmann, H.7
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30
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0037006785
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Stahl, P.; Kissau, L.; Matzischek, R.; Giannis, A.; Waldmann, H. Angew. Chem. Int. Ed. 2002, 41, 1174-1178, see also ref. 8.
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(o) Stahl, P.; Kissau, L.; Matzischek, R.; Giannis, A.; Waldmann, H. Angew. Chem. Int. Ed. 2002, 41, 1174-1178, see also ref. 8.
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31
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0036354669
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(a) Markó, I. E.; Dumeunier, R.; Leclercq, C.; Leroy, B.; Plancher, J.-M.; Mekhalfia, A.; Bayston, D. J. Synthesis 2002, 958-973.
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(2002)
Synthesis
, pp. 958-973
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Markó, I.E.1
Dumeunier, R.2
Leclercq, C.3
Leroy, B.4
Plancher, J.-M.5
Mekhalfia, A.6
Bayston, D.J.7
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33
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0025900786
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(c) Mekhalfia, A.; Markó, I. E.; Adams, H. Tetrahedron Lett. 1991, 32, 4783-4786.
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(1991)
Tetrahedron Lett
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, pp. 4783-4786
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Mekhalfia, A.1
Markó, I.E.2
Adams, H.3
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35
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33846140465
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van Innis, L.; Plancher, J.; Marko, M.; I. E. Org. Lett. 2006, 8, 6111-6114.
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(e) van Innis, L.; Plancher, J.; Marko, M.; I. E. Org. Lett. 2006, 8, 6111-6114.
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36
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0001282425
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Trost, B. M.; King, S. A.; Schmidt, T. J. Am. Chem. Soc. 1989, 111, 5902-5915.
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(1989)
J. Am. Chem. Soc
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Trost, B.M.1
King, S.A.2
Schmidt, T.3
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37
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36649019467
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The cyclohexyl substituent at C2 and the hydroxyl substituent at C3 are in equatorial position as shown by the coupling constant between H2 and H3, 3J2,3, 9.4 Hz) which is typical for an axial/axial orientation of the corresponding protons at C2 and C3 (typically 3 Jax,ax, 8-10 Hz, The proton H6 is coupled to one of the protons at C5 with a small coupling constant (3J6,5, 2.1 Hz, which can be either an axial/ equatorial or an equatorial/equatorial interaction, and to the other with a large coupling constant (3J6,5′, 12.5 Hz) typical for an axial/axial interaction whereas typically 3Jax/eq, 3Jeq/eq, 2-3 Hz, This large coupling constant shows that H5′ is HRe, trans to H6, and that H6 is in axial position. Such a finding is well-known for tetrahydropyrans and glucosides and has previo
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Re, trans to H6, and that H6 is in axial position. Such a finding is well-known for tetrahydropyrans and glucosides and has previously been employed to correctly assign the relative stereochemistry of 4-exo-methylene tetrahydropyrans present for example in Zampanolide (see J-I Tanaka, T. Higa, Tetrahedron Lett. 1996, 37, 5535-5538) and in Dactylolide (see Cutignano, A.; Bruno, I.; Bifulco, G.; Casapullo, A.; Debitus, C.; Gomez-Paloma, L.; Riccio, R. Eur. J. Org. Chem., 2001, 775-778).
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39
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36649031318
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An ene-reaction on solid support has been reported as part of a domino-reaction Tietze, L. F, Steinmetz, A. Angew. Chem 1996, 108, 682-683
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An ene-reaction on solid support has been reported as part of a domino-reaction Tietze, L. F.; Steinmetz, A. Angew. Chem 1996, 108, 682-683.
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