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For a recent review, see: Goldman, S.; Stoltefuss, J. Angew. Chem. 1991, 103, 1587-1605; Angew. Chem., Int. Ed. Engl. 1991, 30, 1559-1578 and references therein.
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For a recent review, see: Goldman, S.; Stoltefuss, J. Angew. Chem. 1991, 103, 1587-1605; Angew. Chem., Int. Ed. Engl. 1991, 30, 1559-1578 and references therein.
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For a more detailed discussion, see: Rovnyak, G. C.; Kimball, S. D.; Beyer, B.; Cucinotta, G.; DiMarco, J. D.; Gougoutas, J.; Hedberg, A.; Malley, M.; McCarthy, J. P.; Zhang, R.; Moreland, S. J. Med. Chem. 1995, 38, 119-129. For a commentary, see: Triggle, D. J.; Padmanabhan, S. Chemtracts: Org. Chem. 1995, 8, 191-196.
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16
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0029036894
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For a more detailed discussion, see: Rovnyak, G. C.; Kimball, S. D.; Beyer, B.; Cucinotta, G.; DiMarco, J. D.; Gougoutas, J.; Hedberg, A.; Malley, M.; McCarthy, J. P.; Zhang, R.; Moreland, S. J. Med. Chem. 1995, 38, 119-129. For a commentary, see: Triggle, D. J.; Padmanabhan, S. Chemtracts: Org. Chem. 1995, 8, 191-196.
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0028301632
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For reviews of the cycloaddition chemistry of isomünchnones and isothiomünchnones, see: (a) Osterhout, M. H.; Nadler, W. R.; Padwa, A. Synthesis 1994, 123-141. (b) Newton, C. G.; Ramsden, C. A. Tetrahedron 1982, 38, 2965-3011. (c) Ollis, W. D.; Ramsden, C. A. Adv. Heterocycl. Chem. 1976, 19, 1-122.
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18
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42049087420
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For reviews of the cycloaddition chemistry of isomünchnones and isothiomünchnones, see: (a) Osterhout, M. H.; Nadler, W. R.; Padwa, A. Synthesis 1994, 123-141. (b) Newton, C. G.; Ramsden, C. A. Tetrahedron 1982, 38, 2965-3011. (c) Ollis, W. D.; Ramsden, C. A. Adv. Heterocycl. Chem. 1976, 19, 1-122.
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0342548737
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For reviews of the cycloaddition chemistry of isomünchnones and isothiomünchnones, see: (a) Osterhout, M. H.; Nadler, W. R.; Padwa, A. Synthesis 1994, 123-141. (b) Newton, C. G.; Ramsden, C. A. Tetrahedron 1982, 38, 2965-3011. (c) Ollis, W. D.; Ramsden, C. A. Adv. Heterocycl. Chem. 1976, 19, 1-122.
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21
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33751158399
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22
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0001218092
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(a) Avalos, M.; Babiano, R.; Cabanillas, A.; Cintas, P.; Higes, F. J.; Jimenez, J. L.; Palacios, J. C. J. Org. Chem. 1996, 61, 3738-3748.
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24
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0000163607
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For reviews and classifications of this type of heteroaromatic betaines, see: (a) Ollis, W. D.; Stanforth, S. P.; Ramsden, C. A. Tetrahedron 1985, 41, 2239-2329. (b) Friedrichsen, W.; Böttcher, A.; Kappe, T. Heterocycles 1982, 19, 1082-1148.
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Ramsden, C.A.3
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25
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8544253330
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For reviews and classifications of this type of heteroaromatic betaines, see: (a) Ollis, W. D.; Stanforth, S. P.; Ramsden, C. A. Tetrahedron 1985, 41, 2239-2329. (b) Friedrichsen, W.; Böttcher, A.; Kappe, T. Heterocycles 1982, 19, 1082-1148.
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Friedrichsen, W.1
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26
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0029059441
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For more recent examples, see: Padwa, A.; Coats, S. J.; Semones, M. Tetrahedron 1995, 51, 6651-6668 and references therein.
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Padwa, A.1
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0002407606
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Stout, D.M.1
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Eisner, U.1
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Kappe, C.O.1
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0345311216
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Heteronuclear multiple-bond correlation (HMBC), see: Bax, A.; Summers, M. F. J. Am. Chem. Soc. 1986, 108, 2093-2094. 2-D NMR spectra of 10b and 17 are presented in the Supporting Information.
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Bax, A.1
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Fischer, U.1
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Sustmann, R.1
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43
-
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8544259698
-
-
note
-
The authors have deposited atomic coordinates for structures 11, 21, 23, and 27a,b with the Cambridge Crystallographic Data Centre. The coordinates can be obtained, on request, from the Director, Cambridge Crystallographic Data Centre, 12 Union Road, Cambridge, CB2 1EZ, UK.
-
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45
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Potts, K. T.; Ehlinger, R.; Nichols, W. M. J. Org. Chem. 1975, 40, 2596-2600.
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51
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33751500380
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1H-NMR). For previous examples of the generation of aminoisomünchnones as transient intermediates, see: Doyle, M. P.; Pieters, R. J.; Taunton, J.; Pho, H. Q.; Padwa, A.; Hertzog, D. L.; Precedo, L. J. Org. Chem. 1991, 56, 820-829. Kappe, C. O. Tetrahedron Lett. 1997, 38, in-press.
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Doyle, M.P.1
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Precedo, L.7
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33751500380
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in-press
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1H-NMR). For previous examples of the generation of aminoisomünchnones as transient intermediates, see: Doyle, M. P.; Pieters, R. J.; Taunton, J.; Pho, H. Q.; Padwa, A.; Hertzog, D. L.; Precedo, L. J. Org. Chem. 1991, 56, 820-829. Kappe, C. O. Tetrahedron Lett. 1997, 38, in-press.
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Kappe, C.O.1
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55
-
-
8544270249
-
-
note
-
1 this type of DHPM conformation is only slightly higher in energy than the lowest energy conformation with synperiplanar orientation of an o-aryl substituent (i.e., away from the dihydropyrimidine ring).
-
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-
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57
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0001158463
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Harpp, D. N.; Bao, L. Q.; Black, C. J.; Gleason, J. G.; Smith, R. A. J. Org. Chem. 1975, 23, 3420-3426.
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