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1
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84973253942
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(a) Francke, W.; Schröder, F.; Walter, F.; Sinnwell, V.; Baumann,H.; Kaib, M. Liebigs Ann. Chem. 1995, 965-977.
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(1995)
Liebigs Ann. Chem
, pp. 965-977
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Francke, W.1
Schröder, F.2
Walter, F.3
Sinnwell, V.4
Baumann, H.5
Kaib, M.6
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2
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0030596997
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(b) Schröder, F.; Franke, S.; Francke, W. Tetrahedron 1996, 52, 13539-13546.
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(1996)
Tetrahedron
, vol.52
, pp. 13539-13546
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Schröder, F.1
Franke, S.2
Francke, W.3
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3
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0029775596
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(c) Schröder, F.; Sinnwell, V.; Baumann, H.; Kaib, M. Chem. Commun. 1996, 2139-2140.
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(1996)
Chem. Commun
, pp. 2139-2140
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Schröder, F.1
Sinnwell, V.2
Baumann, H.3
Kaib, M.4
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4
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0039772279
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(d) Schröder, F.; Sinnwell, V.; Baumann, H.; Kaib, M.; Francke, W. Angew. Chem., Int. Ed. Engl. 1997, 36, 77-80.
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(1997)
Angew. Chem., Int. Ed. Engl
, vol.36
, pp. 77-80
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Schröder, F.1
Sinnwell, V.2
Baumann, H.3
Kaib, M.4
Francke, W.5
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8
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0001357443
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For FMO analysis of cycloadditions involving fulvenes, see: a
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For FMO analysis of cycloadditions involving fulvenes, see: (a) Houk, K. N.; George, J. K.; Duke, R. E., Jr. Tetrahedron 1974, 30, 523-533.
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(1974)
Tetrahedron
, vol.30
, pp. 523-533
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Houk, K.N.1
George, J.K.2
Duke Jr., R.E.3
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10
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0001446398
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For computational analysis of fulvene FMOs, see: c
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For computational analysis of fulvene FMOs, see: (c) Scott, A. P.; Agranat, I.; Biedermann, U. P.; Riggs, N. V.; Radom, L. J. Org. Chem. 1997, 62, 2026-2038.
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(1997)
J. Org. Chem
, vol.62
, pp. 2026-2038
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Scott, A.P.1
Agranat, I.2
Biedermann, U.P.3
Riggs, N.V.4
Radom, L.5
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11
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0036006087
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(d) Havenith, R. W. A.; Fowler, P. W.; Steiner, E. J. Chem. Soc., Perkin Trans. 2 2002, 2, 502-507.
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(2002)
J. Chem. Soc., Perkin Trans. 2
, vol.2
, pp. 502-507
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Havenith, R.W.A.1
Fowler, P.W.2
Steiner, E.3
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12
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0037182748
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For formal [6 + 2] cycloadditions involving fulvene species, see: (e) Hong, B.-C.; Shr, Y.-J.; Wu, J.-L.; Gupta, A. K.; Lin, K.-J. Org. Lett. 2002, 4, 2249-2252.
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For formal [6 + 2] cycloadditions involving fulvene species, see: (e) Hong, B.-C.; Shr, Y.-J.; Wu, J.-L.; Gupta, A. K.; Lin, K.-J. Org. Lett. 2002, 4, 2249-2252.
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13
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84982512126
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(f) Hafner, K.; Suda, M. Angew. Chem., Int. Ed. Engl. 1976, 15, 314-315.
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(1976)
Angew. Chem., Int. Ed. Engl
, vol.15
, pp. 314-315
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Hafner, K.1
Suda, M.2
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14
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2942566295
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For a review on the chemistry of C-vinyl pyrrole derivatives, see: (a) Trofimov, B. A.; Sobenina, L. N.; Demenev, A. P.; Mikhaleva, A. I. Chem. Rev. 2004, 104, 2481-2506.
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For a review on the chemistry of C-vinyl pyrrole derivatives, see: (a) Trofimov, B. A.; Sobenina, L. N.; Demenev, A. P.; Mikhaleva, A. I. Chem. Rev. 2004, 104, 2481-2506.
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15
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33748972144
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In Five-Membered Ring Systems: Pyrroles and Benzo Derivatives; Gribble, G
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For general reviews on the chemistry of pyrroles, see: b, Joule, J, Eds, Elsevier Ltd, Oxford, UK
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For general reviews on the chemistry of pyrroles, see: (b) Pelkey, E. T. In Five-Membered Ring Systems: Pyrroles and Benzo Derivatives; Gribble, G., Joule, J., Eds.; Progress in Heterocyclic Chemistry, Vol. 17; Elsevier Ltd.: Oxford, UK, 2005; pp 109-141.
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(2005)
Progress in Heterocyclic Chemistry
, vol.17
, pp. 109-141
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Pelkey, E.T.1
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16
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0004267670
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Jones, A, Ed, Wiley: New York
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(c) Jones, A., Ed. Pyrroles; Wiley: New York, 1990.
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(1990)
Pyrroles
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19
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37549047549
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Heating a solution of this mixture of dimer 20 and sulfide 22 (55°C) resulted only in decomposition of the dimer.
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Heating a solution of this mixture of dimer 20 and sulfide 22 (55°C) resulted only in decomposition of the dimer.
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20
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37549019270
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DFT calculations performed using B3LYP/6-31G; gas phase, energy-minimized structure of the free azafulvenium ions.
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DFT calculations performed using B3LYP/6-31G; gas phase, energy-minimized structure of the free azafulvenium ions.
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22
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0000352038
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Davis, F. A.; Vishwakarma, L. C.; Billmers, J. G.; Finn, J. J. Org. Chem. 1984, 49, 3241-3243.
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(1984)
J. Org. Chem
, vol.49
, pp. 3241-3243
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Davis, F.A.1
Vishwakarma, L.C.2
Billmers, J.G.3
Finn, J.4
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23
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37549000122
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Attempts to introduce the C9-alcohol via the C8-C9 silyl enol ether by dihydroxylation or epoxidation failed, likely as a result of the sensitivity of the vinyl pyrrole nucleus toward oxidation.
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Attempts to introduce the C9-alcohol via the C8-C9 silyl enol ether by dihydroxylation or epoxidation failed, likely as a result of the sensitivity of the vinyl pyrrole nucleus toward oxidation.
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24
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37549031672
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The presence of a free C3-hydroxyl group significantly complicated the introduction of the C9-hydoxyl group.
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The presence of a free C3-hydroxyl group significantly complicated the introduction of the C9-hydoxyl group.
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25
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0033518571
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For the synthesis of E(O)- and Z(O)-thiolketene acetal 41, see: Evans, D. A.; Burgey, C. S.; Kozlowski, M. C.; Tregay, S. W. J. Am. Chem. Soc. 1999, 121, 686-699
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For the synthesis of E(O)- and Z(O)-thiolketene acetal 41, see: Evans, D. A.; Burgey, C. S.; Kozlowski, M. C.; Tregay, S. W. J. Am. Chem. Soc. 1999, 121, 686-699
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27
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37549045594
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Under the conditions described above, thiolester 42 was obtained as an inseparable mixture of diastereomers (dr, 1:17:2.5:13). Use of the corresponding Z-thiolketeneacetal (2.00 equiv, E(O):Z(O) = 1:12) gave 42 with a diminished level of diastereoselection (dr, 1:2.1:1.4:2.3).
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Under the conditions described above, thiolester 42 was obtained as an inseparable mixture of diastereomers (dr, 1:17:2.5:13). Use of the corresponding Z-thiolketeneacetal (2.00 equiv, E(O):Z(O) = 1:12) gave 42 with a diminished level of diastereoselection (dr, 1:2.1:1.4:2.3).
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28
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37549013697
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1H NMR monitoring of the homogeneous reaction mixture showed complete consumption of 40 with concomitant formation of 43 and no other visible compounds except remaining excess 2.
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1H NMR monitoring of the homogeneous reaction mixture showed complete consumption of 40 with concomitant formation of 43 and no other visible compounds except remaining excess 2.
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30
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37549039034
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1H NMR monitoring of the homogeneous reaction mixture showed complete consumption of 47 and 2 with concomitant clean and exclusive formation of 49.
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1H NMR monitoring of the homogeneous reaction mixture showed complete consumption of 47 and 2 with concomitant clean and exclusive formation of 49.
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31
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37549055393
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The oxidation of the more electron-rich pyrroloindolozine substructure is greatly accelerated in the presence of acid
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The oxidation of the more electron-rich pyrroloindolozine substructure is greatly accelerated in the presence of acid.
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