-
1
-
-
0342629638
-
-
Bentley, H. R.; McDermott, E. E.; Pace, J.; Whitehead, J. K.; Moran, T. Nature 1950, 165, 150.
-
(1950)
Nature
, vol.165
, pp. 150
-
-
Bentley, H.R.1
McDermott, E.E.2
Pace, J.3
Whitehead, J.K.4
Moran, T.5
-
5
-
-
0038812859
-
-
(c) Bolm, C.; Martin, M.; Simic, O.; Verrucci, M. Org. Lett. 2003, 5, 427.
-
(2003)
Org. Lett.
, vol.5
, pp. 427
-
-
Bolm, C.1
Martin, M.2
Simic, O.3
Verrucci, M.4
-
6
-
-
2542500206
-
-
(d) Bolm, C.; Verrucci, M.; Simic, O.; Cozzi, P. G.; Raabe, G.; Okamura, H. Chem. Commun. 2003, 2816.
-
(2003)
Chem. Commun.
, pp. 2816
-
-
Bolm, C.1
Verrucci, M.2
Simic, O.3
Cozzi, P.G.4
Raabe, G.5
Okamura, H.6
-
7
-
-
0037951303
-
-
(e) Bolm, C.; Martin, M.; Gescheidt, G.; Palivan, C.; Neshchadin, D.; Bertagnolli, H.; Feth, M. P.; Schweiger, A.; Mitrikas, G.; Harmer, J. J. Am. Chem. Soc. 2003, 125, 6222.
-
(2003)
J. Am. Chem. Soc.
, vol.125
, pp. 6222
-
-
Bolm, C.1
Martin, M.2
Gescheidt, G.3
Palivan, C.4
Neshchadin, D.5
Bertagnolli, H.6
Feth, M.P.7
Schweiger, A.8
Mitrikas, G.9
Harmer, J.10
-
8
-
-
9244221087
-
-
(g) Langner, M.; Bolm, C. Angew. Chem., Int. Ed. 2004, 43, 5984.
-
(2004)
Angew. Chem., Int. Ed.
, vol.43
, pp. 5984
-
-
Langner, M.1
Bolm, C.2
-
9
-
-
28244467432
-
-
(h) Mössner, C.; Bolm, C. Angew. Chem., Int. Ed. 2005, 44, 7564.
-
(2005)
Angew. Chem., Int. Ed.
, vol.44
, pp. 7564
-
-
Mössner, C.1
Bolm, C.2
-
11
-
-
27344433443
-
-
(j) Langner, M.; Rémy, P.; Bolm, C. Chem. Eur. J. 2005, 11, 6254.
-
(2005)
Chem. Eur. J.
, vol.11
, pp. 6254
-
-
Langner, M.1
Rémy, P.2
Bolm, C.3
-
12
-
-
22544484775
-
-
(k) Reetz, M. T.; Bondarev, O. G.; Gais, H.-J.; Bolm, C. Tetrahedron Lett. 2005, 46, 5643.
-
(2005)
Tetrahedron Lett.
, vol.46
, pp. 5643
-
-
Reetz, M.T.1
Bondarev, O.G.2
Gais, H.-J.3
Bolm, C.4
-
13
-
-
0344844429
-
-
Reviews: (l) Harmata, M. Chemtracts 2003, 16, 660.
-
(2003)
Chemtracts
, vol.16
, pp. 660
-
-
Harmata, M.1
-
15
-
-
0031575567
-
-
(a) Bolm, C.; Kahmann, J. D.; Moll, G. Tetrahedron Lett. 1997, 38, 1169.
-
(1997)
Tetrahedron Lett.
, vol.38
, pp. 1169
-
-
Bolm, C.1
Kahmann, J.D.2
Moll, G.3
-
16
-
-
0035793836
-
-
(b) Bolm, C.; Moll, G.; Kahmann, J. D. Chem. Eur. J. 2001, 7, 1118.
-
(2001)
Chem. Eur. J.
, vol.7
, pp. 1118
-
-
Bolm, C.1
Moll, G.2
Kahmann, J.D.3
-
18
-
-
0037149654
-
-
(d) Bolm, C.; Müller, D.; Hackenberger, C. P. R. Org. Lett. 2002, 4, 893.
-
(2002)
Org. Lett.
, vol.4
, pp. 893
-
-
Bolm, C.1
Müller, D.2
Hackenberger, C.P.R.3
-
19
-
-
0042332036
-
-
(e) Bolm, C.; Müller, D.; Dalhoff, C.; Hackenberger, C. P. R.; Weinhold, E. Bioorg. Med. Chem. Lett. 2003, 13, 3207.
-
(2003)
Bioorg. Med. Chem. Lett.
, vol.13
, pp. 3207
-
-
Bolm, C.1
Müller, D.2
Dalhoff, C.3
Hackenberger, C.P.R.4
Weinhold, E.5
-
20
-
-
0001017993
-
-
Reviews concerning sulfoximines and sulfilimines: (a) Johnson, C. R. Acc. Chem. Res. 1973, 6, 341.
-
(1973)
Acc. Chem. Res.
, vol.6
, pp. 341
-
-
Johnson, C.R.1
-
28
-
-
33745688073
-
-
Budavari, S., Ed.; Merck & Co., Inc.: Rahway, NJ
-
3, see: (d) Merck Index. 12th ed.; Budavari, S., Ed.; Merck & Co., Inc.: Rahway, NJ, 1996; p 451.
-
(1996)
Merck Index. 12th Ed.
, pp. 451
-
-
-
29
-
-
0015933580
-
-
MSH: (a) Tamura, Y.; Minamikawa, J.; Sumoto, K.; Fujii, S.; Ikeda, M. J. Org. Chem. 1973, 38, 1239.
-
(1973)
J. Org. Chem.
, vol.38
, pp. 1239
-
-
Tamura, Y.1
Minamikawa, J.2
Sumoto, K.3
Fujii, S.4
Ikeda, M.5
-
30
-
-
0000012935
-
-
(b) Johnson, C. R.; Kirchhoff, R. A.; Corkins, H. G. J. Org. Chem. 1974, 39, 2458.
-
(1974)
J. Org. Chem.
, vol.39
, pp. 2458
-
-
Johnson, C.R.1
Kirchhoff, R.A.2
Corkins, H.G.3
-
31
-
-
0007230737
-
-
(c) Tamura, Y.; Matushima, H.; Minamikawa, J.; Ikeda, M.; Sumoto, K. Tetrahedron 1975, 31, 3035.
-
(1975)
Tetrahedron
, vol.31
, pp. 3035
-
-
Tamura, Y.1
Matushima, H.2
Minamikawa, J.3
Ikeda, M.4
Sumoto, K.5
-
33
-
-
0030040171
-
-
See also: (e) Allenmark, S.; Claeson, S.; Lowendahl, C. Tetrahedron: Asymmetry 1996, 7, 361.
-
(1996)
Tetrahedron: Asymmetry
, vol.7
, pp. 361
-
-
Allenmark, S.1
Claeson, S.2
Lowendahl, C.3
-
35
-
-
0036139906
-
-
(b) Lacôte, E.; Amatore, M.; Fensterbank, L.; Malacria, M. Synlett 2002, 116.
-
(2002)
Synlett
, pp. 116
-
-
Lacôte, E.1
Amatore, M.2
Fensterbank, L.3
Malacria, M.4
-
36
-
-
0037041363
-
-
(c) Cren, S.; Kinahan, T. C.; Skinner, C. L.; Tye, H. Tetrahedron Lett. 2002, 43, 2749.
-
(2002)
Tetrahedron Lett.
, vol.43
, pp. 2749
-
-
Cren, S.1
Kinahan, T.C.2
Skinner, C.L.3
Tye, H.4
-
38
-
-
0033519191
-
-
(e) Takada, H.; Ohe, K.; Uemura, S. Angew. Chem., Int. Ed. 1999, 38, 1288.
-
(1999)
Angew. Chem., Int. Ed.
, vol.38
, pp. 1288
-
-
Takada, H.1
Ohe, K.2
Uemura, S.3
-
39
-
-
0033521045
-
-
Mn complexes: (a) Nishikori, H.; Ohta, C.; Oberlin, E.; Irie, R.; Katsuki, T. Tetrahedron 1999, 55, 13937.
-
(1999)
Tetrahedron
, vol.55
, pp. 13937
-
-
Nishikori, H.1
Ohta, C.2
Oberlin, E.3
Irie, R.4
Katsuki, T.5
-
41
-
-
0035479425
-
-
Ru complexes: (c) Murakami, M.; Uchida, T.; Katsuki, T. Tetrahedron Lett. 2001, 42, 7071.
-
(2001)
Tetrahedron Lett.
, vol.42
, pp. 7071
-
-
Murakami, M.1
Uchida, T.2
Katsuki, T.3
-
42
-
-
0037436984
-
-
(d) Tamura, Y.; Uchida, T.; Katsuki, T. Tetrahedron Lett. 2003, 44, 3301.
-
(2003)
Tetrahedron Lett.
, vol.44
, pp. 3301
-
-
Tamura, Y.1
Uchida, T.2
Katsuki, T.3
-
43
-
-
0037258155
-
-
(e) Murakami, M.; Uchida, T.; Saito, B.; Katsuki, T. Chirality 2003, 15, 116.
-
(2003)
Chirality
, vol.15
, pp. 116
-
-
Murakami, M.1
Uchida, T.2
Saito, B.3
Katsuki, T.4
-
44
-
-
0141485295
-
-
(f) Uchida, T.; Tamura, Y.; Ohba, M.; Katsuki, T. Tetrahedron Lett. 2003, 44, 7965.
-
(2003)
Tetrahedron Lett.
, vol.44
, pp. 7965
-
-
Uchida, T.1
Tamura, Y.2
Ohba, M.3
Katsuki, T.4
-
45
-
-
29344457003
-
-
See also in: (g) Katsuki, T. Chem. Lett. 2005, 34, 1304.
-
(2005)
Chem. Lett.
, vol.34
, pp. 1304
-
-
Katsuki, T.1
-
46
-
-
13244289971
-
-
For alternative metal-free sulfoxide iminations, see: (a) Siu, T.; Picard, C. J.; Yudin, A. K. J. Org. Chem. 2005, 70, 932.
-
(2005)
J. Org. Chem.
, vol.70
, pp. 932
-
-
Siu, T.1
Picard, C.J.2
Yudin, A.K.3
-
47
-
-
15244341527
-
-
(b) Krasnova, L. B.; Hili, R. M.; Chernoloz, O. V.; Yudin, A. K. Arkivoc 2005, iv, 26.
-
(2005)
Arkivoc
, vol.4
, pp. 26
-
-
Krasnova, L.B.1
Hili, R.M.2
Chernoloz, O.V.3
Yudin, A.K.4
-
48
-
-
21344468586
-
-
(c) Karabuga, S.; Kazaz, C.; Kilic, H.; Ulukanli, S.; Celik, A. Tetrahedron Lett. 2005, 46, 5225.
-
(2005)
Tetrahedron Lett.
, vol.46
, pp. 5225
-
-
Karabuga, S.1
Kazaz, C.2
Kilic, H.3
Ulukanli, S.4
Celik, A.5
-
51
-
-
0032868574
-
-
(c) Bolm, C.; Muñiz, K.; Aguilar, N.; Kesselgruber, M.; Raabe, R. Synthesis 1999, 1251.
-
(1999)
Synthesis
, pp. 1251
-
-
Bolm, C.1
Muñiz, K.2
Aguilar, N.3
Kesselgruber, M.4
Raabe, R.5
-
52
-
-
7044263043
-
-
3: (d) Reggelin, M.; Weinberger, H.; Spohr, V. Adv. Synth. Catal. 2004, 346, 1295.
-
(2004)
Adv. Synth. Catal.
, vol.346
, pp. 1295
-
-
Reggelin, M.1
Weinberger, H.2
Spohr, V.3
-
53
-
-
11144323895
-
-
For a general review on iron-catalyzed reactions, see: Bolm, C.; Legros, J.; Le Paih, J.; Zani, L. Chem. Rev. 2004, 104, 6217.
-
(2004)
Chem. Rev.
, vol.104
, pp. 6217
-
-
Bolm, C.1
Legros, J.2
Le Paih, J.3
Zani, L.4
-
56
-
-
26844488178
-
-
For a recent contribution on metal-free iminations allowing access to NH derivatives, see: Cho, G. Y.; Bolm, C. Tetrahedron Lett. 2005, 46, 8007.
-
(2005)
Tetrahedron Lett.
, vol.46
, pp. 8007
-
-
Cho, G.Y.1
Bolm, C.2
-
57
-
-
33745702264
-
-
note
-
2 hampered the conversion, providing sulfoximine 2 in a moderate yield (57%).
-
-
-
-
58
-
-
33745730295
-
-
note
-
2 here used. Attempts to determine the precise nature of the Fe species remained inconclusive.
-
-
-
-
59
-
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33745716322
-
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note
-
3], is also a good catalyst under these reaction conditions, furnishing 2 in 97% yield after 45 min.
-
-
-
-
60
-
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0003463148
-
-
John Wiley & Sons: New York
-
For example, nosyl- and benzothiazolesulfonylamides can be easily cleaved using thiolates, SES-amide react upon treatment with fluorides to give amines, and deprotection of the pyridinyl derivative could be achieved by reaction with Mg. For general methods for the deprotection of sulfonylamides, see: Greene, T. W.; Wuts, P. G. M. Protective Groups in Organic Synthesis, 3rd ed.; John Wiley & Sons: New York, 1999; p 603.
-
(1999)
Protective Groups in Organic Synthesis, 3rd Ed.
, pp. 603
-
-
Greene, T.W.1
Wuts, P.G.M.2
-
61
-
-
0029119899
-
-
For the pioneering work on the use of the nosyl group, see: Fukuyama, T.; Jow, C.-K.; Cheung, M. Tetrahedron Lett. 1995, 36, 6373.
-
(1995)
Tetrahedron Lett.
, vol.36
, pp. 6373
-
-
Fukuyama, T.1
Jow, C.-K.2
Cheung, M.3
-
62
-
-
0344845085
-
-
2 as oxidant as previously described by our group. (a) Legros, J.; Bolm, C. Angew. Chem., Int. Ed. 2003, 42, 5487.
-
(2003)
Angew. Chem., Int. Ed.
, vol.42
, pp. 5487
-
-
Legros, J.1
Bolm, C.2
-
63
-
-
4644283019
-
-
(b) Legros, J.; Bolm, C. Angew. Chem., Int. Ed. 2004, 43, 4225.
-
(2004)
Angew. Chem., Int. Ed.
, vol.43
, pp. 4225
-
-
Legros, J.1
Bolm, C.2
-
65
-
-
33745730293
-
-
note
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R(S): 48.9 min.
-
-
-
-
66
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33745716321
-
-
note
-
1H NMR on the crude mixture.
-
-
-
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67
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33745730292
-
-
note
-
3 and thiophenol, and at elevated temperature decomposition occurred.
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-
-
-
68
-
-
0034623521
-
-
(a) Verma, A. K.; Nazif, T. N.; Achim, C.; Lee, S. C. J. Am. Chem. Soc. 2000, 122, 11013.
-
(2000)
J. Am. Chem. Soc.
, vol.122
, pp. 11013
-
-
Verma, A.K.1
Nazif, T.N.2
Achim, C.3
Lee, S.C.4
-
69
-
-
0037437343
-
-
(b) Brown, S. D.; Betley, T. A.; Peters, J. C. J. Am. Chem. Soc. 2003, 125, 323.
-
(2003)
J. Am. Chem. Soc.
, vol.125
, pp. 323
-
-
Brown, S.D.1
Betley, T.A.2
Peters, J.C.3
-
70
-
-
0141645556
-
-
(c) Jensen, M. P.; Mehn, M. P.; Que, L., Jr. Angew. Chem., Int. Ed. 2003, 42, 4357.
-
(2003)
Angew. Chem., Int. Ed.
, vol.42
, pp. 4357
-
-
Jensen, M.P.1
Mehn, M.P.2
Que Jr., L.3
-
71
-
-
3042790242
-
-
and references therein
-
(d) Vyas, R.; Gao, G.-Y.; Harden, J. D.; Zhang, X. P. Org. Lett. 2004, 6, 1907 and references therein.
-
(2004)
Org. Lett.
, vol.6
, pp. 1907
-
-
Vyas, R.1
Gao, G.-Y.2
Harden, J.D.3
Zhang, X.P.4
-
72
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-
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note
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In Scheme 2, we suggest the involvement of Fe(III) and Fe(V) species. However, it is possible that the iron intermediates have other oxidation states.
-
-
-
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73
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33745688068
-
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note
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4 (Aldrich prices per gram in 2005/2006).
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