-
1
-
-
2142704287
-
-
Recent examples of cyanation of C=N bonds, see: a) S. Nakamura, N. Sato, M. Sugimoto, T. Toru, Tetrahedron: Asymmetry, 2004, 15, 1513;
-
(2004)
Tetrahedron: Asymmetry
, vol.15
, pp. 1513
-
-
Nakamura, S.1
Sato, N.2
Sugimoto, M.3
Toru, T.4
-
2
-
-
1642264109
-
-
b) N. Kato, M. Suzuki, M. Kanai, M. Shibasaki, Tetrahedron Lett. 2004, 45, 3147;
-
(2004)
Tetrahedron Lett.
, vol.45
, pp. 3147
-
-
Kato, N.1
Suzuki, M.2
Kanai, M.3
Shibasaki, M.4
-
3
-
-
0141891472
-
-
c) Z. Jiao, X. Feng, B. Liu, F. Chen, G. Zhang, Y. Jiang, Eur. J. Org. Chem. 2003, 19, 3818;
-
(2003)
Eur. J. Org. Chem.
, vol.19
, pp. 3818
-
-
Jiao, Z.1
Feng, X.2
Liu, B.3
Chen, F.4
Zhang, G.5
Jiang, Y.6
-
4
-
-
0043032834
-
-
d) B.-L. Li, K. Yuan, M.-J. Zhang, H. Wu, L.-X. Dai, Q. R. Wang, X.-L. Hou, J. Org. Chem. 2003, 68, 6264;
-
(2003)
J. Org. Chem.
, vol.68
, pp. 6264
-
-
Li, B.-L.1
Yuan, K.2
Zhang, M.-J.3
Wu, H.4
Dai, L.-X.5
Wang, Q.R.6
Hou, X.-L.7
-
5
-
-
0037958740
-
-
e) S. Masumoto, H. Usuda, M. Suzuki, M. Kanai, M. Shibasaki, J. Am. Chem. Soc. 2003, 125, 5634;
-
(2003)
J. Am. Chem. Soc.
, vol.125
, pp. 5634
-
-
Masumoto, S.1
Usuda, H.2
Suzuki, M.3
Kanai, M.4
Shibasaki, M.5
-
6
-
-
0037474640
-
-
f) T. Okino, Y. Hoashi, Y. Takemoto, Tetrahedron Lett. 2003, 44, 2817;
-
(2003)
Tetrahedron Lett.
, vol.44
, pp. 2817
-
-
Okino, T.1
Hoashi, Y.2
Takemoto, Y.3
-
8
-
-
0035965726
-
-
h) N. S. Josephsohn, K. W. Kuntz, M. L. Snapper, A. H. Hoveyda, J. Am. Chem. Soc. 2001, 123, 11594;
-
(2001)
J. Am. Chem. Soc.
, vol.123
, pp. 11594
-
-
Josephsohn, N.S.1
Kuntz, K.W.2
Snapper, M.L.3
Hoveyda, A.H.4
-
9
-
-
0034670565
-
-
i) F. A. Davis, S. Lee, H. Zhang, D. L. Fanell, J. Org. Chem. 2000, 65, 8704;
-
(2000)
J. Org. Chem.
, vol.65
, pp. 8704
-
-
Davis, F.A.1
Lee, S.2
Zhang, H.3
Fanell, D.L.4
-
10
-
-
0033790635
-
-
j) M. Takamura, Y. Hamashima, H. Usuda, M. Kanai, M. Shibasaki, Chem. Pharm. Bull. 2000, 48, 1586;
-
(2000)
Chem. Pharm. Bull.
, vol.48
, pp. 1586
-
-
Takamura, M.1
Hamashima, Y.2
Usuda, H.3
Kanai, M.4
Shibasaki, M.5
-
11
-
-
0034599654
-
-
k) M. S. Sigman, P. Vachal, E. N. Jacobsen, Angew. Chem. Int. Ed. 2000, 39, 1279;
-
(2000)
Angew. Chem. Int. Ed.
, vol.39
, pp. 1279
-
-
Sigman, M.S.1
Vachal, P.2
Jacobsen, E.N.3
-
12
-
-
0034701211
-
-
J. R. Porter, W. G. Wirschun, K. W. Kuntz, M. L. Snapper, A. H. Hoveyda, J. Am. Chem. Soc. 2000, 122, 2657;
-
(2000)
J. Am. Chem. Soc.
, vol.122
, pp. 2657
-
-
Porter, J.R.1
Wirschun, W.G.2
Kuntz, K.W.3
Snapper, M.L.4
Hoveyda, A.H.5
-
13
-
-
0034624418
-
-
m) H. Ishitani, S. Komiyama, Y. Hasegawa, S. Kobayashi, J. Am. Chem. Soc. 2000, 122, 762;
-
(2000)
J. Am. Chem. Soc.
, vol.122
, pp. 762
-
-
Ishitani, H.1
Komiyama, S.2
Hasegawa, Y.3
Kobayashi, S.4
-
14
-
-
0041378065
-
-
for a review, see: n) H. Gröger, Chem. Rev. 2003, 103, 2795.
-
(2003)
Chem. Rev.
, vol.103
, pp. 2795
-
-
Gröger, H.1
-
18
-
-
0028228680
-
-
b) M. J. Burk, J. P. Martinez, J. E. Feaster, Tetrahedron, 1994, 50, 4399.
-
(1994)
Tetrahedron
, vol.50
, pp. 4399
-
-
Burk, M.J.1
Martinez, J.P.2
Feaster, J.E.3
-
19
-
-
1842557232
-
-
a) J.-C. Hannachi, J. Vidal, J.-C. Mulatier, A. Collet, J. Org. Chem. 2004, 69, 2367;
-
(2004)
J. Org. Chem.
, vol.69
, pp. 2367
-
-
Hannachi, J.-C.1
Vidal, J.2
Mulatier, J.-C.3
Collet, A.4
-
20
-
-
1842737243
-
-
b) I. Bouillon, N. Brosse, R. Vanderesse, B. Jamart-Grégoire, Tetrahedron Lett. 2004, 45, 3569;
-
(2004)
Tetrahedron Lett.
, vol.45
, pp. 3569
-
-
Bouillon, I.1
Brosse, N.2
Vanderesse, R.3
Jamart-Grégoire, B.4
-
22
-
-
0025877973
-
-
and references cited therein
-
d) A. Lecoq, M. Marraud, Tetrahedron Lett. 1991, 32, 2765, and references cited therein.
-
(1991)
Tetrahedron Lett.
, vol.32
, pp. 2765
-
-
Lecoq, A.1
Marraud, M.2
-
23
-
-
3042550754
-
-
For recent examples using Lewis acids, see: a) T. Hamada, K. Manabe, S. Kobayashi, J. Am. Chem. Soc. 2004, 126, 7768;
-
(2004)
J. Am. Chem. Soc.
, vol.126
, pp. 7768
-
-
Hamada, T.1
Manabe, K.2
Kobayashi, S.3
-
24
-
-
0042819676
-
-
b) T. Hamada, K. Manabe, S. Kobayashi, Angew. Chem. Int. Ed. 2003, 42, 3927;
-
(2003)
Angew. Chem. Int. Ed.
, vol.42
, pp. 3927
-
-
Hamada, T.1
Manabe, K.2
Kobayashi, S.3
-
26
-
-
0035802346
-
-
a) R. Hirabayashi, C. Ogawa, M. Sugiura, S. Kobayashi, J. Am. Chem. Soc. 2001, 123, 9493;
-
(2001)
J. Am. Chem. Soc.
, vol.123
, pp. 9493
-
-
Hirabayashi, R.1
Ogawa, C.2
Sugiura, M.3
Kobayashi, S.4
-
27
-
-
0037178519
-
-
b) C. Ogawa, M. Sugiura, S. Kobayashi, J. Org. Chem. 2002, 67, 5359;
-
(2002)
J. Org. Chem.
, vol.67
, pp. 5359
-
-
Ogawa, C.1
Sugiura, M.2
Kobayashi, S.3
-
28
-
-
0037871675
-
-
c) S. Kobayashi, C. Ogawa, H. Konishi, M. Sugiura, J. Am. Chem. Soc. 2003, 125, 6610;
-
(2003)
J. Am. Chem. Soc.
, vol.125
, pp. 6610
-
-
Kobayashi, S.1
Ogawa, C.2
Konishi, H.3
Sugiura, M.4
-
29
-
-
1342344956
-
-
d) C. Ogawa, H. Konishi, M. Sugiura, S. Kobayashi, Org. Biomol. Chem. 2004, 2, 446;
-
(2004)
Org. Biomol. Chem.
, vol.2
, pp. 446
-
-
Ogawa, C.1
Konishi, H.2
Sugiura, M.3
Kobayashi, S.4
-
30
-
-
11144305011
-
-
e) C. Ogawa, M. Sugiura, S. Kobayashi, Angew. Chem. Int. Ed. 2004, 43, 6491;
-
(2004)
Angew. Chem. Int. Ed.
, vol.43
, pp. 6491
-
-
Ogawa, C.1
Sugiura, M.2
Kobayashi, S.3
-
31
-
-
5144223357
-
-
f) S. Kobayashi, M. Sugiura, C. Ogawa, Adv. Synth. Catal. 2004, 346, 1023.
-
(2004)
Adv. Synth. Catal.
, vol.346
, pp. 1023
-
-
Kobayashi, S.1
Sugiura, M.2
Ogawa, C.3
-
32
-
-
29144444389
-
-
note
-
Preliminary attempts to achieve enantioselective cyanation by chiral amines such as (-)-cinchonidine or (-)-spartaine resulted in almost no chiral induction.
-
-
-
-
33
-
-
29144534115
-
-
note
-
This might be ascribed to the deprotonation/protonation ability of amines or their Lewis basicity toward TMSCN.
-
-
-
-
34
-
-
0032694974
-
-
K. Manabe, H. Oyamada, K. Sugita, S. Kobayashi, J. Org. Chem. 1999, 64, 8054.
-
(1999)
J. Org. Chem.
, vol.64
, pp. 8054
-
-
Manabe, K.1
Oyamada, H.2
Sugita, K.3
Kobayashi, S.4
-
36
-
-
29144447757
-
-
note
-
4 (25%).
-
-
-
-
37
-
-
29144536235
-
-
note
-
Crystallographic data (excluding structure factors) for the structure reported in this paper have been deposited with the Cambridge Crystallographic Data Centre as supplementary publication no. CCDC-277486. Copies of the data can be obtained free of charge on application to CCDC, 12 Union Road, Cambridge CB21EZ, UK [fax.: (internat.) +44 1223/336-033; e-mail: deposit@ ccdc.cam.ac.uk].
-
-
-
-
38
-
-
29144510152
-
-
[1b, e]
-
[1b, e]
-
-
-
|