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16
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2142708085
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note
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Pd-catalyzed carbonylation of lactam-derived triflates might represent a general route (yet to be explored) for the incorporation of an acyl moiety. So far, Pd-catalyzed carbonylation has been applied to these systems only for the introduction of ester and amide groups (see ref 2b and references therein).
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17
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0442267289
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Balma Tivola, P.; Deagostino, A.; Prandi, C.; Venturello, P. Org. Lett. 2002, 4, 1275-1277.
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Balma Tivola, P.1
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Prandi, C.3
Venturello, P.4
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18
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2142756726
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note
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3) δ 5.30 (t, J = 3.5 Hz, 1 H), 3.78 (s, 3 H), 3.65 (m, 2 H), 2.26 (m, 2 H), 1.78 (m, 2 H).
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20
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2142769688
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note
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13C NMR analysis: in the proton spectrum, the protons on C6 form an AX system with geminal coupling J = 15.8 Hz. Only one of the two protons couples significantly with 5-H (J = 6.6 Hz). The methyl group at position 5 resonates as a doublet (J = 7.0 Hz) due to the coupling with 5-H. In the carbon spectrum, a triplet at 42.8 ppm and a doublet at 33.4 are attributable to C6 and C5, respectively.
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21
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0000605285
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The initial double bond protonation that takes place in the formation of 8 is consistent with the proposed mechanism of γ-pyranone ring closure observed when substrates containing the same alkoxydienyl moiety were hydrolyzed. Prandi, C.; Venturello, P. J. Org. Chem. 1994, 54, 3494-3496.
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Prandi, C.1
Venturello, P.2
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24
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0034704293
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and references therein
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(c) Giese, S.; West, F. G. Tetrahedron 2000, 56, 10221-10228 and references therein.
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Giese, S.1
West, F.G.2
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25
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0025125371
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For example, the cyclization of 2-(3-methylbut-2-enoyl)indoles to give the corresponding cyclopenta[b]indolones occurred by heating at 110°C with polyphosphoric acid: Bergman, J.; Venemalm, L.; Gogoll, A. Tetrahedron 1990, 46, 6067-6084.
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Bergman, J.1
Venemalm, L.2
Gogoll, A.3
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26
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0000126387
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(a) Cooke, F.; Moerck, R.; Schwindeman, J.; Magnus, P. J. Org. Chem. 1980, 45, 1046-1045.
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Cooke, F.1
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Magnus, P.4
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27
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33847087629
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(b) Paquette, L. A.; Fristad, W. E.; Dime, D. S.; Bailey, T. R. J. Org. Chem. 1980, 45, 3017-3028.
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30
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0000804970
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3: Miki, Y.; Hachiken, H.; Sugimoto, Y.; Yanase, N. Heterocycles 1997, 45, 1759-1766.
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Miki, Y.1
Hachiken, H.2
Sugimoto, Y.3
Yanase, N.4
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31
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0025265859
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For example see: Heathcock, C. H.; Norman, M. H.; Dickman, D. A. J. Org. Chem. 1990, 55, 798-811.
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Heathcock, C.H.1
Norman, M.H.2
Dickman, D.A.3
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32
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2142647292
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note
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1H NMR spectrum of the reaction mixtures, the =CH signal at 6.38 ppm of this olefin was diagnostic.
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33
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2142660161
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note
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1H NMR analysis) was attributable to the corresponding cyclic carbamate, but this was not isolated.
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34
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2142712496
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note
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-1.
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35
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2142763898
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note
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3N to the eluant.
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36
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0037155539
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A similar process has been reported very recently by Comins, although in that case the cyclization, which took place after addition of 12 to a double bond, gave rise to a six-membered cyclic carbamate: Williams, A. L.; Grillo, T. A.; Comins, D. L. J. Org. Chem. 2002, 67, 1972-1973.
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J. Org. Chem.
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, pp. 1972-1973
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Williams, A.L.1
Grillo, T.A.2
Comins, D.L.3
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