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0842275310
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Hypervalent Iodine Chemistry
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For recent reviews focused on hypervalent iodine chemistry Springer Berlin
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For recent reviews focused on hypervalent iodine chemistry, see: T. Wirth, Hypervalent Iodine Chemistry Top. Curr. Chem. Vol. 224 2003 Springer Berlin
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(2003)
Top. Curr. Chem.
, vol.224
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Wirth, T.1
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3
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37549028359
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M.A. Ciufolini, N.A. Braun, S. Canesi, M. Ousmer, J. Chang, and D. Chai Synthesis 2007 3759 3772
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(2007)
Synthesis
, pp. 3759-3772
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Ciufolini, M.A.1
Braun, N.A.2
Canesi, S.3
Ousmer, M.4
Chang, J.5
Chai, D.6
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7
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33746307614
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For reviews focused on hypervalent iodine-catalyzed oxidation reactions
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For reviews focused on hypervalent iodine-catalyzed oxidation reactions, see: R.D. Richardson, and T. Wirth Angew. Chem., Int. Ed. 45 2006 4402 4404
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(2006)
Angew. Chem., Int. Ed.
, vol.45
, pp. 4402-4404
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Richardson, R.D.1
Wirth, T.2
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14
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0003078178
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For the stoichiometric use of the chiral hypervalent iodines
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For the stoichiometric use of the chiral hypervalent iodines, see: Up to 53% ee: T. Imamoto, and H. Koto Chem. Lett. 15 1986 967 968
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(1986)
Chem. Lett.
, vol.15
, pp. 967-968
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Imamoto, T.1
Koto, H.2
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17
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0032955886
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Up to 72% ee: H. Tohma, S. Takizawa, H. Watanabe, Y. Fukuoka, T. Maegawa, and Y. Kita J. Org. Chem. 64 1999 3519 3523
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(1999)
J. Org. Chem.
, vol.64
, pp. 3519-3523
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Tohma, H.1
Takizawa, S.2
Watanabe, H.3
Fukuoka, Y.4
Maegawa, T.5
Kita, Y.6
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18
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0035048950
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Up to 65% ee: U.H. Hirt, M.F.H. Schuster, A.N. French, O.G. Wiest, and T. Wirth Eur. J. Org. Chem. 2001 1569 1579
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(2001)
Eur. J. Org. Chem.
, pp. 1569-1579
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Hirt, U.H.1
Schuster, M.F.H.2
French, A.N.3
Wiest, O.G.4
Wirth, T.5
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20
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35848951629
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Up to 64% ee: M. Fujita, S. Okuno, H.J. Lee, T. Sugimura, and T. Okuyama Tetrahedron Lett. 48 2007 8691 8694
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(2007)
Tetrahedron Lett.
, vol.48
, pp. 8691-8694
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Fujita, M.1
Okuno, S.2
Lee, H.J.3
Sugimura, T.4
Okuyama, T.5
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22
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70349941087
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Up to 50% ee: S. Quideau, G. Lyvinec, M. Marguerit, K. Bathany, A. Ozanne-Beaudenon, T. Buffeteau, D. Cavagnat, and A. Chenede Angew. Chem., Int. Ed. 48 2009 4605 4609
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(2009)
Angew. Chem., Int. Ed.
, vol.48
, pp. 4605-4609
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Quideau, S.1
Lyvinec, G.2
Marguerit, M.3
Bathany, K.4
Ozanne-Beaudenon, A.5
Buffeteau, T.6
Cavagnat, D.7
Chenede, A.8
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23
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55049084431
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For the catalytic use of the chiral hypervalent iodines generated in situ
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For the catalytic use of the chiral hypervalent iodines generated in situ, see: Up to 44% ee: S.M. Altermann, R.D. Richardson, T.K. Page, R.K. Schmidt, E. Holland, U. Mohammed, S.M. Paradine, A.N. French, C. Richter, A.M. Bahar, B. Witulski, and T. Wirth Eur. J. Org. Chem. 2008 5315 5328
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(2008)
Eur. J. Org. Chem.
, pp. 5315-5328
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Altermann, S.M.1
Richardson, R.D.2
Page, T.K.3
Schmidt, R.K.4
Holland, E.5
Mohammed, U.6
Paradine, S.M.7
French, A.N.8
Richter, C.9
Bahar, A.M.10
Witulski, B.11
Wirth, T.12
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24
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77955471725
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Up to 29% ee: Ref. 3i
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Up to 29% ee: Ref. 3i.
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25
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77955467874
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For the first use of mCPBA as co-oxidant for the in situ generation of hypervalent iodine compounds
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For the first use of mCPBA as co-oxidant for the in situ generation of hypervalent iodine compounds, see:
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26
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4544318247
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H. Tohma, A. Maruyama, A. Maeda, T. Maegawa, T. Dohi, M. Shiro, T. Morita, and Y. Kita Angew. Chem., Int. Ed. 43 2004 3595 3598
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(2004)
Angew. Chem., Int. Ed.
, vol.43
, pp. 3595-3598
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Tohma, H.1
Maruyama, A.2
Maeda, A.3
Maegawa, T.4
Dohi, T.5
Shiro, M.6
Morita, T.7
Kita, Y.8
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27
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24644495096
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M. Ochiai, Y. Takeuchi, T. Katayama, T. Sueda, and K. Miyamoto J. Am. Chem. Soc. 127 2005 12244 12245
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(2005)
J. Am. Chem. Soc.
, vol.127
, pp. 12244-12245
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Ochiai, M.1
Takeuchi, Y.2
Katayama, T.3
Sueda, T.4
Miyamoto, K.5
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28
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25844524611
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T. Dohi, A. Maruyama, M. Yoshimura, K. Morimoto, H. Tohma, and Y. Kita Angew. Chem., Int. Ed. 44 2005 6193 6196
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(2005)
Angew. Chem., Int. Ed.
, vol.44
, pp. 6193-6196
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Dohi, T.1
Maruyama, A.2
Yoshimura, M.3
Morimoto, K.4
Tohma, H.5
Kita, Y.6
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29
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45549094716
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T. Dohi, A. Maruyama, N. Takenaga, K. Senami, Y. Minamitsuji, H. Fujioka, S.B. Caemmerer, and Y. Kita Angew. Chem., Int. Ed. 47 2008 3787 3790
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(2008)
Angew. Chem., Int. Ed.
, vol.47
, pp. 3787-3790
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Dohi, T.1
Maruyama, A.2
Takenaga, N.3
Senami, K.4
Minamitsuji, Y.5
Fujioka, H.6
Caemmerer, S.B.7
Kita, Y.8
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32
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0034806253
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We do not yet have any experimental proof of the non-bonding interactions between the iodine(III)-center and functional groups in 8. However, there are many reports on the intra- or intermolecular secondary interactions of iodine(III and V). For selected examples, see:
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We do not yet have any experimental proof of the non-bonding interactions between the iodine(III)-center and functional groups in 8. However, there are many reports on the intra- or intermolecular secondary interactions of iodine(III and V). For selected examples, see: V.V. Zhdankin, A.E. Koposov, and J.T. Smart J. Am. Chem. Soc. 123 2001 4095 4096
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(2001)
J. Am. Chem. Soc.
, vol.123
, pp. 4095-4096
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Zhdankin, V.V.1
Koposov, A.E.2
Smart, J.T.3
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33
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33747786326
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M. Ochiai Coord. Chem. Rev. 250 2006 2771 2781 and references therein
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(2006)
Coord. Chem. Rev.
, vol.250
, pp. 2771-2781
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Ochiai, M.1
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34
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85026886511
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Compound 9 was easily prepared from resorcinol, see: S. Tsujiyama, K. Suzuki, D.B. Guthrie, H.M. Gibney, and D.P. Curran Org. Synth. 84 2007 272 284
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(2007)
Org. Synth.
, vol.84
, pp. 272-284
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Tsujiyama, S.1
Suzuki, K.2
Guthrie, D.B.3
Gibney, H.M.4
Curran, D.P.5
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36
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77955469895
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Kita and co-workers also reported that enantiomerically pure 6d was obtained after a single recrystallization, see: Ref. 6b
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Kita and co-workers also reported that enantiomerically pure 6d was obtained after a single recrystallization, see: Ref. 6b
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77955472568
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For similar one-pot oxidation using mCPBA
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For similar one-pot oxidation using mCPBA
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40
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77955467991
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Ref. 3i; For epoxidation of α-tetralone-derived alkene with mCPBA
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Ref. 3i; For epoxidation of α-tetralone-derived alkene with mCPBA, see:
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0042382955
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M.P. Coogan, R. Haigh, A. Hall, L.D. Harris, D.E. Hibbs, R.L. Jenkins, C.L. Jones, and N.C.O. Tomkinson Tetrahedron 59 2003 7389 7395
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(2003)
Tetrahedron
, vol.59
, pp. 7389-7395
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Coogan, M.P.1
Haigh, R.2
Hall, A.3
Harris, L.D.4
Hibbs, D.E.5
Jenkins, R.L.6
Jones, C.L.7
Tomkinson, N.C.O.8
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