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1
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3242887372
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Gleiter, R, Hopf, H, Eds; Wiley-VCH: Weinheim
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(a) Modern Cyclophane Chemistry; Gleiter, R., Hopf, H., Eds; Wiley-VCH: Weinheim, 2004.
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Modern Cyclophane Chemistry
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3
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10844250041
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(c) Bräse, S.; Dahmen, S.; Höfener, S.; Lauterwasser, F.; Kreis, M.; Ziegert, R. E. Synlett 2004, 2647-2669.
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Synlett
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Bräse, S.1
Dahmen, S.2
Höfener, S.3
Lauterwasser, F.4
Kreis, M.5
Ziegert, R.E.6
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4
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0035862644
-
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Thiol: a
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Thiol: (a) Kane, V. V.; Gerdes, A.; Grahn, W.; Ernst, L.; Dix, I.; Jones, P. G.; Hopf, H. Tetrahedron Lett. 2001, 42, 373-376.
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Kane, V.V.1
Gerdes, A.2
Grahn, W.3
Ernst, L.4
Dix, I.5
Jones, P.G.6
Hopf, H.7
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6
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33646350246
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Sulfides: a
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Sulfides: (a) Menichetti, S.; Faggi, C.; Lamanna, G.; Marrocchi, A.; Minuti, L.; Taticchi, A. Tetrahedron 2006, 62, 5626-5631.
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Tetrahedron
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Menichetti, S.1
Faggi, C.2
Lamanna, G.3
Marrocchi, A.4
Minuti, L.5
Taticchi, A.6
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0035914526
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(b) Pelter, A.; Mootoo, B.; Maxwell, A.; Reid, A. Tetrahedron Lett. 2001, 42, 8391-8394.
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Tetrahedron Lett
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Pelter, A.1
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Maxwell, A.3
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8
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0034622882
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(c) Marchand, A.; Maxwell, A.; Mootoo, B.; Pelter, A.; Reid, A. Tetrahedron 2000, 56, 7331-7338.
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Tetrahedron
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Marchand, A.1
Maxwell, A.2
Mootoo, B.3
Pelter, A.4
Reid, A.5
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9
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0034617290
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(d) Hou, X.-L.; Wu, X.-W.; Dai, L.-X.; Cao, B.-X.; Sun, J. J. Chem. Soc, Chem. Commun. 2000, 1195-1196.
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Hou, X.-L.1
Wu, X.-W.2
Dai, L.-X.3
Cao, B.-X.4
Sun, J.5
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10
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27844446508
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Sulfoxides: a
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Sulfoxides: (a) Hitchcock, P. B.; Rowlands, G. J.; Seacome, R. J. Org. Biomol. Chem. 2005, 3, 3873-3876.
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Org. Biomol. Chem
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Hitchcock, P.B.1
Rowlands, G.J.2
Seacome, R.J.3
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25144476900
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(b) Hitchcock, P. B.; Rowlands, G. J.; Parmar, R. J. Chem. Soc., Chem. Commun. 2005, 4219-4221.
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Hitchcock, P.B.1
Rowlands, G.J.2
Parmar, R.3
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13
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5144227167
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Sulfonamides: Braddock, D., C.; MacGilp, I. D.; Perry, B. G. Adv. Synth. Catal. 2004, 346, 1117-1130.
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Sulfonamides: Braddock, D., C.; MacGilp, I. D.; Perry, B. G. Adv. Synth. Catal. 2004, 346, 1117-1130.
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-
-
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14
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58149147988
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Sulfonic acid
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Sulfonic acid:
-
-
-
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15
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0004231933
-
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(a) van Lindert, H. C. A.; Koeberg-Telder, A.; Cerfontain, H. Reel. Trav. Chim. Pays-Bas 1992, 111, 379-388.
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Reel. Trav. Chim. Pays-Bas
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van Lindert, H.C.A.1
Koeberg-Telder, A.2
Cerfontain, H.3
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16
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0003535009
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(b) van Lindert, H. C. A.; van Doom, J. A.; Bakker, B. H.; Cerfontain, H. Recl. Trav. Chim. Pays-Bas 1996, 115, 167-178.
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Recl. Trav. Chim. Pays-Bas
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van Lindert, H.C.A.1
van Doom, J.A.2
Bakker, B.H.3
Cerfontain, H.4
-
17
-
-
58149151898
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-
The sulfur atom was introduced via a Newman-Kwart reaction, treatment of lithiated species with elemental sulfur or a Pd-catalysis with triisopropylsilanethiol. See ref 2
-
The sulfur atom was introduced via a Newman-Kwart reaction, treatment of lithiated species with elemental sulfur or a Pd-catalysis with triisopropylsilanethiol. See ref 2.
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-
-
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18
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58149150454
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To the best of our knowledge, only the t-butylsulfanyl derivative of 3 (alkyl, t-Bu) has been described so far. See ref 4a
-
To the best of our knowledge, only the t-butylsulfanyl derivative of 3 (alkyl = t-Bu) has been described so far. See ref 4a.
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-
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19
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0038676208
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(a) Becht, J.-M.; Wagner, A.; Mioskowski, C. J. Org. Chem. 2003, 68, 5758-5761.
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(2003)
J. Org. Chem
, vol.68
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Becht, J.-M.1
Wagner, A.2
Mioskowski, C.3
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20
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4444383054
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(b) Becht, J.-M.; Wagner, A.; Mioskowski, C. Tetrahedron Lett. 2004, 45, 7031-7033.
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(2004)
Tetrahedron Lett
, vol.45
, pp. 7031-7033
-
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Becht, J.-M.1
Wagner, A.2
Mioskowski, C.3
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21
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58149172599
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It was previously shown that the aromatic sulfonation of 1 with sulfur trioxide, in the presence of 1, 4-dioxane, proceeds cleanly to afford [2.2]paracyclophane-4-sulfonic acid. See ref 6
-
It was previously shown that the aromatic sulfonation of 1 with sulfur trioxide, in the presence of 1, 4-dioxane, proceeds cleanly to afford [2.2]paracyclophane-4-sulfonic acid. See ref 6.
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-
-
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22
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0009322701
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(a) Sandrinelli, F.; Perrio, S.; Beslin, P. J. Org. Chem. 1997, 62, 8626-8627.
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(1997)
J. Org. Chem
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Sandrinelli, F.1
Perrio, S.2
Beslin, P.3
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23
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0041702197
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(b) Sandrinelli, F.; Perrio, S.; Averbuch-Pouchot, M.-T. Org. Lett. 2002, 4, 3619-3622.
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(2002)
Org. Lett
, vol.4
, pp. 3619-3622
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Sandrinelli, F.1
Perrio, S.2
Averbuch-Pouchot, M.-T.3
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24
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4644287287
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(c) Sandrinelli, F.; Fontaine, G.; Perrio, S.; Beslin, P. J. Org. Chem. 2004, 69, 6916-6919.
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(2004)
J. Org. Chem
, vol.69
, pp. 6916-6919
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Sandrinelli, F.1
Fontaine, G.2
Perrio, S.3
Beslin, P.4
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25
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33845684314
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(d) Sandrinelli, F.; Boudou, C.; Caupène, C.; Averbuch-Pouchot, M.-T.; Perrio, S.; Metzner, P. Synlett 2006, 3289-3293.
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(2006)
Synlett
, pp. 3289-3293
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Sandrinelli, F.1
Boudou, C.2
Caupène, C.3
Averbuch-Pouchot, M.-T.4
Perrio, S.5
Metzner, P.6
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26
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34447316415
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(e) Boudou, C.; Bergès, M.; Sagnes, C.; Sopková-de Oliveira Santos, J.; Perrio, S.; Metzner, P. J. Org. Chem. 2007, 72, 5403-5406.
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(2007)
J. Org. Chem
, vol.72
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Boudou, C.1
Bergès, M.2
Sagnes, C.3
Sopková-de Oliveira Santos, J.4
Perrio, S.5
Metzner, P.6
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27
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17044413284
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(a) Caupène, C.; Boudou, C.; Perrio, S.; Metzner, P. J. Org. Chem. 2005, 70, 2812-2815.
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(2005)
J. Org. Chem
, vol.70
, pp. 2812-2815
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Caupène, C.1
Boudou, C.2
Perrio, S.3
Metzner, P.4
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28
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33749036837
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(b) Maitro, G.; Prestat, G.; Madec, D.; Poli, G. J. Org. Chem. 2006, 71, 7449-7454.
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(2006)
J. Org. Chem
, vol.71
, pp. 7449-7454
-
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Maitro, G.1
Prestat, G.2
Madec, D.3
Poli, G.4
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29
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33846157175
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(c) Maitro, G.; Vogel, S.; Prestat, G.; Madec, D.; Poli, G. Org. Lett. 2006, 8, 5951-5954.
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(2006)
Org. Lett
, vol.8
, pp. 5951-5954
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Maitro, G.1
Vogel, S.2
Prestat, G.3
Madec, D.4
Poli, G.5
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30
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34548286453
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(d) Colobert, F.; Ballesteros-Garrido, R.; Leroux, F. R.; Ballesteros, R.; Abarca, B. Tetrahedron Lett. 2007, 48, 6896-6899.
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(2007)
Tetrahedron Lett
, vol.48
, pp. 6896-6899
-
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Colobert, F.1
Ballesteros-Garrido, R.2
Leroux, F.R.3
Ballesteros, R.4
Abarca, B.5
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31
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38349183969
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(e) Maitro, G.; Vogel, S.; Sadaoui, M.; Prestat, G.; Madec, D.; Poli, G. Org. Lett. 2007, 9, 5493-5496.
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(2007)
Org. Lett
, vol.9
, pp. 5493-5496
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-
Maitro, G.1
Vogel, S.2
Sadaoui, M.3
Prestat, G.4
Madec, D.5
Poli, G.6
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33
-
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58149155358
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-
Excellent diastereocontrols were already reported using isoborneol, cysteine and (a)-phenylethylamine derivatives. See ref 13
-
Excellent diastereocontrols were already reported using isoborneol, cysteine and (a)-phenylethylamine derivatives. See ref 13.
-
-
-
-
34
-
-
58149150452
-
-
This compound was prepared in a 93% overall yield by Michael addition of 3-sulfanylpropanoic acid methyl ester on methyl acrylate, followed by oxidation with NaIC4. See Supporting Information
-
4. See Supporting Information.
-
-
-
-
35
-
-
0346970844
-
-
2/2, 2, 2-trifluoroethanol combination was used: Bégué, J.-P.; Bonnet-Delpon, D.; Crousse, B. Synlett 2004, 18-29.
-
2/2, 2, 2-trifluoroethanol combination was used: Bégué, J.-P.; Bonnet-Delpon, D.; Crousse, B. Synlett 2004, 18-29.
-
-
-
-
36
-
-
58149160631
-
-
Previously reported [2.2]paracyclophan-4-yl sulfoxides were synthetized using oxidation or Andersen approaches. See ref 4
-
Previously reported [2.2]paracyclophan-4-yl sulfoxides were synthetized using oxidation or Andersen approaches. See ref 4.
-
-
-
-
37
-
-
58149162392
-
-
Crystal structures of 9 showed that the S-O bond is almost in the same plane than the arene, the oxygen atom oriented towards the ortho proton (torsional angle values between S-O and C4-C5 ranging from -8.84 to 1.8°). See Supporting Information.
-
Crystal structures of 9 showed that the S-O bond is almost in the same plane than the arene, the oxygen atom oriented towards the ortho proton (torsional angle values between S-O and C4-C5 ranging from -8.84 to 1.8°). See Supporting Information.
-
-
-
-
38
-
-
34249017980
-
-
Foucoin, F.; Caupène, C.; Lohier, J.-F.; Sopková-de Oliveira Santos, J.; Perrio, S.; Metzner, P. Synthesis 2007, 1315-1324.
-
(2007)
Synthesis
, pp. 1315-1324
-
-
Foucoin, F.1
Caupène, C.2
Lohier, J.-F.3
Sopková-de Oliveira Santos, J.4
Perrio, S.5
Metzner, P.6
-
39
-
-
58149151899
-
6 was prepared in an 78% overall yield by a regioselective radical addition of thiol 2 on vinyltrimethylsilane in the presence of a catalytic amount of AIBN (1%), followed by oxidation
-
Sulfoxide 6 was prepared in an 78% overall yield by a regioselective radical addition of thiol 2 on vinyltrimethylsilane in the presence of a catalytic amount of AIBN (1%), followed by oxidation. See Supporting Information.
-
See Supporting Information
-
-
Sulfoxide1
-
40
-
-
58149143669
-
-
Previously reported conformational studies involving calculations concern exclusively ethenesulfenate species. See ref 13
-
Previously reported conformational studies involving calculations concern exclusively ethenesulfenate species. See ref 13.
-
-
-
-
42
-
-
0000129855
-
-
(b) Vishwakarma, L. C.; Stringer, O. D.; Davis, F. A. Org. Synth. 1988, 66, 203-210.
-
(1988)
Org. Synth
, vol.66
, pp. 203-210
-
-
Vishwakarma, L.C.1
Stringer, O.D.2
Davis, F.A.3
-
43
-
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0000886888
-
-
(c) Davis, F. A.; Chattopadhyay, S.; Towson, J. C.; Lai, S.; Reddy, T J. Org. Chem. 1988, 53, 2087-2089.
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(1988)
J. Org. Chem
, vol.53
, pp. 2087-2089
-
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Davis, F.A.1
Chattopadhyay, S.2
Towson, J.C.3
Lai, S.4
Reddy, T.5
-
44
-
-
58149162391
-
-
A remarkable difference in chemical shift, resulting of the strong anisotropy of the sulfinyl group, is observed for the signal of one diastereotopic H2. It occurs in the range of 2.6-2.9 ppm in 9 but is substantially deshielded at & = 4.1-4.2 ppm in 10. See also ref 4a.
-
A remarkable difference in chemical shift, resulting of the strong anisotropy of the sulfinyl group, is observed for the signal of one diastereotopic H2. It occurs in the range of 2.6-2.9 ppm in 9 but is substantially deshielded at & = 4.1-4.2 ppm in 10. See also ref 4a.
-
-
-
-
45
-
-
58149151897
-
-
6-arene)chromium(O) complexes:
-
6-arene)chromium(O) complexes:
-
-
-
-
46
-
-
37049088046
-
-
(a) Pérez-Encabo, A.; Perrio, S.; Slawin, A. M. Z.; Thomas, S. E.; Wierzchleyski, A. T.; Williams, D. J. J. Chem. Soc., Chem. Commun. 1993, 1059-1062.
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(1993)
J. Chem. Soc., Chem. Commun
, pp. 1059-1062
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Pérez-Encabo, A.1
Perrio, S.2
Slawin, A.M.Z.3
Thomas, S.E.4
Wierzchleyski, A.T.5
Williams, D.J.6
-
47
-
-
37049071205
-
-
(b) Pérez-Encabo, A.; Perrio, S.; Slawin, A. M. Z.; Thomas, S. E.; Wierzchleyski, A. T.; Williams, D. J. J. Chem. Soc., Perkin Trans. 1 1994, 629-642.
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(1994)
J. Chem. Soc., Perkin Trans. 1
, pp. 629-642
-
-
Pérez-Encabo, A.1
Perrio, S.2
Slawin, A.M.Z.3
Thomas, S.E.4
Wierzchleyski, A.T.5
Williams, D.J.6
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