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22
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0027979027
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19. For recent molecular mechanics/semiempirical studies on other dihydropyrimidines, see: Dunbar, P. G.; Durant, G. J.; Rho, T.; Babatunde, O.; Huzl, J. J.; Smith, D. A.; El-Assadi, A.; Sbeih, S.; Ngur, D. A.; Periyasamy, S.; Hoss, W.; Messer, W. S. J. Med. Chem. 1994, 37, 2774-2782. Shishkin, O. V.; Desenko, S. M.; Orlov, V. D.; Lindeman, S. V.; Struchkov, Y. T. Russ. Chem. Bull. 1994, 43, 1320-1323.
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Messer, W.S.12
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23
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21844520807
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19. For recent molecular mechanics/semiempirical studies on other dihydropyrimidines, see: Dunbar, P. G.; Durant, G. J.; Rho, T.; Babatunde, O.; Huzl, J. J.; Smith, D. A.; El-Assadi, A.; Sbeih, S.; Ngur, D. A.; Periyasamy, S.; Hoss, W.; Messer, W. S. J. Med. Chem. 1994, 37, 2774-2782. Shishkin, O. V.; Desenko, S. M.; Orlov, V. D.; Lindeman, S. V.; Struchkov, Y. T. Russ. Chem. Bull. 1994, 43, 1320-1323.
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Struchkov, Y.T.5
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24
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0027205552
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20. For a review of the Biginelli condensation, see: Kappe, C. O. Tetrahedron 1993, 49, 6937-6963.
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Tetrahedron
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Kappe, C.O.1
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26
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0011393041
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note
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22. A conformational search within MACROMODEL (MM3* force-field, Monte Carlo method, TNCG minimization) for 10 also produced four local minima corresponding to the structures in Figure 2.
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27
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84943981925
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Barton, D.; Ollis, W. D. Eds.; Pergamon Press: Oxford
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23. The large energy difference between 11 cis/trans and 11 cis/cis is not surprising given the unfavourable interactions of the adjacent syn carbonyl groups in 11 cis/cis, see also: Challis, B. C.; Challis, J. A. in Comprehensive Organic Chemistry; Barton, D.; Ollis, W. D. Eds.; Pergamon Press: Oxford, 1979; vol.2, p. 999.
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Comprehensive Organic Chemistry
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Challis, B.C.1
Challis, J.A.2
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28
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0011393042
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note
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11 These results are under further investigation and full details will be reported at a later point in time. (equation presented)
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29
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0011443811
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note
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25. Crystallographic data for compounds 8-11 have been deposited at the Cambridge Crystallographic Data Center. The coordinates can be obtained on request from the Director, Cambridge Crystallographic Data Centre, 12 Union Road, Cambridge, CB2 1EZ, UK. Atomic coordinates for X-ray and ab initio structures will also be made available by the authors in electronic format upon request.
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0003510038
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Wavefunction Inc., 18401 Von Karman Ave, Suite 370, Irvine, CA 92715, USA
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26. Spartan, Version 4.0. Wavefunction Inc., 18401 Von Karman Ave, Suite 370, Irvine, CA 92715, USA.
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Spartan, Version 4.0.
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27. Dewar, M. J. S.; Zoebisch, E. G.; Healy, E. F.; Stewart, J. J. P. J. Am. Chem. Soc. 1985, 107, 3902.
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Dewar, M.J.S.1
Zoebisch, E.G.2
Healy, E.F.3
Stewart, J.J.P.4
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0004034546
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Computer-Chemie-Centrum, University Erlangen-Nürnberg, Germany
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29. Clark, T. VAMP, Erlangen Vectorized Molecular Orbital Package, Version 4.40, Computer-Chemie-Centrum, University Erlangen-Nürnberg, Germany.
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VAMP, Erlangen Vectorized Molecular Orbital Package, Version 4.40
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Clark, T.1
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