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0035178008
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For a theoretical study of the rearrangement mechanism, see: Ochoa, E.; Mann, M.; Sperling, D.; Fabian, J. Eur. J. Org. Chem. 2001, 4223-4231.
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(a) Cordero, F. M.; Brandi, A.; Querci, C.; Goti, A.; De Sarlo, F.; Guarna, A. J. Org. Chem. 1990, 55, 1762-1767.
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16
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19
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Seebach, D. Angew. Chem. 1979, 91, 259-278; Angew. Chem., Int. Ed. Engl. 1979, 18, 239.
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Seebach, D.1
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20
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0018454939
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Seebach, D. Angew. Chem. 1979, 91, 259-278; Angew. Chem., Int. Ed. Engl. 1979, 18, 239.
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21
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Pisaneschi, F.1
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Salaün, J.7
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22
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0345635632
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note
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3CN, reflux temperature, 15 min).
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23
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0345635633
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note
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3NHOH and following the same procedure used for the synthesis of 38b.
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24
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33947471447
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This hypothesis recalls the first step of the Hoffman Loffler Freitag reaction that is the thermal induced homolysis of N-X bond in the presence of strong protic acid, where X is a chlorine or bromine atom: (a) Corey, E. J.; Hertler, W. R. J. Am. Chem. Soc. 1960, 82, 1657-1668. (b) Wolff, M. E. Chem. Rev. 1963, 63, 55-64. (c) Stella, L. Angew. Chem., Int. Ed. Engl. 1983, 22, 337-350.
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(1960)
J. Am. Chem. Soc.
, vol.82
, pp. 1657-1668
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Corey, E.J.1
Hertler, W.R.2
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25
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0002603882
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This hypothesis recalls the first step of the Hoffman Loffler Freitag reaction that is the thermal induced homolysis of N-X bond in the presence of strong protic acid, where X is a chlorine or bromine atom: (a) Corey, E. J.; Hertler, W. R. J. Am. Chem. Soc. 1960, 82, 1657-1668. (b) Wolff, M. E. Chem. Rev. 1963, 63, 55-64. (c) Stella, L. Angew. Chem., Int. Ed. Engl. 1983, 22, 337-350.
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(1963)
Chem. Rev.
, vol.63
, pp. 55-64
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Wolff, M.E.1
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26
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84985635446
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This hypothesis recalls the first step of the Hoffman Loffler Freitag reaction that is the thermal induced homolysis of N-X bond in the presence of strong protic acid, where X is a chlorine or bromine atom: (a) Corey, E. J.; Hertler, W. R. J. Am. Chem. Soc. 1960, 82, 1657-1668. (b) Wolff, M. E. Chem. Rev. 1963, 63, 55-64. (c) Stella, L. Angew. Chem., Int. Ed. Engl. 1983, 22, 337-350.
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(1983)
Angew. Chem., Int. Ed. Engl.
, vol.22
, pp. 337-350
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Stella, L.1
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28
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0344773088
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note
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The diastereomeric mixture of 5-spirocyclopropane isoxazolidines 71 was converted into the cis- and trans-quinolizidinones 76 in 28% and 52% isolated yield, respectively, by heating at 110 °C under neutral conditions.
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