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80054926135
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These authors contributed equally to this manuscript
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These authors contributed equally to this manuscript.
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2
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73549121167
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Schaumann, E.; Enders, D., Eds.; Thieme: Stuttgart
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(a) Margaretha, P. In Science of Synthesis, Vol. 40a; Schaumann, E.; Enders, D., Eds.; Thieme: Stuttgart, 2009, 65-89.
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3P, thiourea, or Zn/AcOH: (a) Kropf, H., Ed.; Thieme: Stuttgart
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3P, thiourea, or Zn/AcOH: (a) Kropf, H. In Houben-Weyl Methoden der Organischen Chemie, Peroxo-Verbindungen; Kropf, H., Ed.; Thieme: Stuttgart, 1988, 1102-1116.
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Houben-Weyl Methoden der Organischen Chemie, Peroxo-Verbindungen
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Kropf, H.1
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0037131236
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The reduction of ozonides, tetraoxanes, or polymeric peroxides derived from hindered substrates can be very slow, leading to the inadvertent concentration of potentially explosive intermediates, see, for example
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The reduction of ozonides, tetraoxanes, or polymeric peroxides derived from hindered substrates can be very slow, leading to the inadvertent concentration of potentially explosive intermediates, see, for example: Chen, L.; Wiemer, D. F. J. Org. Chem. 2002, 67, 7561.
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Chen, L.1
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(c) Schwartz, C.; Raible, J.; Mott, K.; Dussault, P. H. Tetrahedron 2006, 62, 10747.
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(b) Abdel-Magid, A. F.; Carson, K. C.; Harris, B. D.; Maryanoff, C. A.; Shah, R. D. J. Org. Chem. 1996, 61, 3849.
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Matos, K.1
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Burkhardt, E.R.3
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19
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34848928102
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For reductive aminations involving NaCNBH3 and hydroperoxyacetals or related intermediates, see: (a)
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For reductive aminations involving NaCNBH3 and hydroperoxyacetals or related intermediates, see: (a) Namba, K.; Murata, Y.; Horikawa, M.; Iwashita, T.; Kusumoto, S. Angew. Chem. Int. Ed. 2007, 46, 7060.
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(b) Shawe, T. T.; Sheils, C. J.; Gray, S. M.; Conard, J. L. J. Org. Chem. 1994, 59, 5841.
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(c) Kawaguchi, M.; Hayashi, O.; Sakai, N.; Hamada, M.; Yamamoto, Y.; Oda, J. Agric. Biol. Chem. 1986, 50, 3107.
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Kawaguchi, M.1
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Hamada, M.4
Yamamoto, Y.5
Oda, J.6
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22
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10044258737
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3 very slowly, as evidenced by the selective reduction of a ketone in the presence of an ozonide
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3 very slowly, as evidenced by the selective reduction of a ketone in the presence of an ozonide: Laventine, D. M.; Davies, M.; Evinson, E. L.; Jenkins, P. R.; Cullis, P. M.; Fawcett, J. Tetrahedron Lett. 2005, 46, 307.
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Laventine, D.M.1
Davies, M.2
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Jenkins, P.R.4
Cullis, P.M.5
Fawcett, J.6
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23
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0027194723
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1cb fragmentation to form an aldehyde, which undergoes reductive amination in the presence of the cogenerated formate
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1cb fragmentation to form an aldehyde, which undergoes reductive amination in the presence of the cogenerated formate: Hon, Y.-S.; Lu, L. Tetrahedron Lett. 1993, 34, 5309.
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Hon, Y.-S.1
Lu, L.2
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24
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0041189167
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Reductive amination of ozonides and/or hydroperoxyacetals has been accomplished using more powerful reducing systems; Raney Ni
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Reductive amination of ozonides and/or hydroperoxyacetals has been accomplished using more powerful reducing systems; Raney Ni: (a) Pollart, K. A.; Miller, R. E. J. Org. Chem. 1962, 27, 2392.
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4043066667
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Synthesis
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Brooks, P.R.1
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Singer, R.A.5
Vazquez, E.6
Vetelino, M.G.7
Watson, H.H.8
Whritenour, D.C.9
Wirtz, M.C.10
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0038759172
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(e) Mustafin, A. G.; Dyachenko, D. I.; Gataullin, R. R.; Ishmuratov, G. Yu.; Kharisov, R. Ya.; Abdrakhmanov, I. B.; Tolstikov, G. A. Russ. Chem. Bull. 2003, 52, 989.
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Gataullin, R.R.3
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Kharisov, R.Y.5
Abdrakhmanov, I.B.6
Tolstikov, G.A.7
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(a) Noe, M. C.; Hawkins, J. M.; Snow, S. L.; Wolf-Gouveia, L. J. Org. Chem. 2008, 73, 3295.
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(b) Yang, L.; Butora, G.; Jiao, R. X.; Pasternak, A.; Zhou, C.; Parsons, W. H.; Mills, S. G.; Vicario, P. P.; Ayala, J. M.; Cascieri, M. A.; MacCoss, M. J. Med. Chem. 2007, 50, 2609.
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Ayala, J.M.9
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MacCoss, M.11
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3 has been reported to reduce ozonolysis products to the corresponding alcohols
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3 has been reported to reduce ozonolysis products to the corresponding alcohols: Ishmuratov, G. Yu.; Kharisov, R. Ya.; Yakovleva, M. P.; Botsman, O. V.; Muslukhov, R. R.; Tolstikov, G. A. Russ. J. Org. Chem. 2001, 37, 37.
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Ishmuratov, G.Yu.1
Kharisov, R.Ya.2
Yakovleva, M.P.3
Botsman, O.V.4
Muslukhov, R.R.5
Tolstikov, G.A.6
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(b) Zmitek, K.; Zupan, M.; Iskra, J. Org. Biomol. Chem. 2007, 5, 3895.
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Zmitek, K.1
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Iskra, J.3
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13C NMR, IR, and HRMS
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13C NMR, IR, and HRMS.
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