-
1
-
-
0003532642
-
-
Stütz, A, Ed, Wiley-VCH: Weinheim, Germany
-
(a) Stütz, A., Ed. Iminosugars as Glycosidase Inhibitors; Wiley-VCH: Weinheim, Germany, 1999.
-
(1999)
Iminosugars as Glycosidase Inhibitors
-
-
-
2
-
-
0036462605
-
-
(b) Lillehund, V. H.; Jensen, H. H.; Liang, X.; Bols, M. Chem. Rev. 2002, 102, 515-553.
-
(2002)
Chem. Rev
, vol.102
, pp. 515-553
-
-
Lillehund, V.H.1
Jensen, H.H.2
Liang, X.3
Bols, M.4
-
3
-
-
0037648878
-
-
Somsak, L.; Nagya, V.; Hadady, Z.; Docsa, T.; Gergely, P. Curr. Pharm. Des. 2003, 9, 1177-1189.
-
(2003)
Curr. Pharm. Des
, vol.9
, pp. 1177-1189
-
-
Somsak, L.1
Nagya, V.2
Hadady, Z.3
Docsa, T.4
Gergely, P.5
-
4
-
-
0038079762
-
-
Weiss, M.; Hettmer, S.; Smith, P.; Ladish, S. Cancer Res. 2003, 63, 3654-3658.
-
(2003)
Cancer Res
, vol.63
, pp. 3654-3658
-
-
Weiss, M.1
Hettmer, S.2
Smith, P.3
Ladish, S.4
-
5
-
-
0037967286
-
-
Greimel, P.; Spreitz, J.; Stütz, A. E.; Wrodnigg, T. M. Curr. Topics Med. Chem. 2003, 3, 513-523.
-
(2003)
Curr. Topics Med. Chem
, vol.3
, pp. 513-523
-
-
Greimel, P.1
Spreitz, J.2
Stütz, A.E.3
Wrodnigg, T.M.4
-
6
-
-
0034512968
-
-
Butters, T. D.; Dwek, R. A.; Platt, F. M. Chem. Rev. 2000, 100, 4683-4696.
-
(2000)
Chem. Rev
, vol.100
, pp. 4683-4696
-
-
Butters, T.D.1
Dwek, R.A.2
Platt, F.M.3
-
7
-
-
0029112274
-
-
Ficher, P. B.; Collin, M.; Karlsson, G. B.; Lames, W.; Butters, T. D.; Davis, S. J.; Gordon, S.; Dwek, R. A.; Piatt, F. M. J. Virol. 1995, 69, 5791-5797.
-
(1995)
J. Virol
, vol.69
, pp. 5791-5797
-
-
Ficher, P.B.1
Collin, M.2
Karlsson, G.B.3
Lames, W.4
Butters, T.D.5
Davis, S.J.6
Gordon, S.7
Dwek, R.A.8
Piatt, F.M.9
-
9
-
-
20444432200
-
-
Pearson, M. S. M.; Allaimat, M. M.; Fargeas, V.; Lebreton, J. Eur. J. Org. Chem. 2005, 2159-2191. Carbohydrate-based routes to DNJ and congeners:
-
(b) Pearson, M. S. M.; Allaimat, M. M.; Fargeas, V.; Lebreton, J. Eur. J. Org. Chem. 2005, 2159-2191. Carbohydrate-based routes to DNJ and congeners:
-
-
-
-
10
-
-
0028127346
-
-
(c) Asano, N.; Oseki, K.; Kizu, H.; Matsui, K. J. Med. Chem. 1994, 37, 3701-3706.
-
(1994)
J. Med. Chem
, vol.37
, pp. 3701-3706
-
-
Asano, N.1
Oseki, K.2
Kizu, H.3
Matsui, K.4
-
11
-
-
0035909646
-
-
(d) O'Brien, J. L.; Tosin, M.; Murphy, P. V. Org. Lett. 2001, 3, 3353-3356.
-
(2001)
Org. Lett
, vol.3
, pp. 3353-3356
-
-
O'Brien, J.L.1
Tosin, M.2
Murphy, P.V.3
-
12
-
-
0036157638
-
-
Spreidz, J. S.; Stütz, A. E.; Wrodnigg, T. M. Carbohydr. Res. 2002, 337, 183-191 and references cited therein. Non-carbohydrate based routes to DNJ and congeners:
-
(e) Spreidz, J. S.; Stütz, A. E.; Wrodnigg, T. M. Carbohydr. Res. 2002, 337, 183-191 and references cited therein. Non-carbohydrate based routes to DNJ and congeners:
-
-
-
-
14
-
-
0037094472
-
-
(g) Ruiz, M.; Ojea, V.; Ruanova, T. M.; Quintela, J. M. Tetrahedron: Asymmetry 2002, 13, 795-799.
-
(2002)
Tetrahedron: Asymmetry
, vol.13
, pp. 795-799
-
-
Ruiz, M.1
Ojea, V.2
Ruanova, T.M.3
Quintela, J.M.4
-
15
-
-
4143147593
-
-
and literature cited therein
-
(h) Takahata, H.; Banba, Y.; Sasatani, M.; Nemoto, H.; Kato, A.; Adachi, I. Tetrahedron 2004, 60, 8199-8205 and literature cited therein.
-
(2004)
Tetrahedron
, vol.60
, pp. 8199-8205
-
-
Takahata, H.1
Banba, Y.2
Sasatani, M.3
Nemoto, H.4
Kato, A.5
Adachi, I.6
-
16
-
-
0033575495
-
-
Meyers, A. I.; Andres, C. J.; Resek, J. E.; Woddall, C. C.; McLaughlin, M. A.; Lee, P. H.; Price, D. A. Tetrahedron 1999, 55, 8931-8952.
-
(1999)
Tetrahedron
, vol.55
, pp. 8931-8952
-
-
Meyers, A.I.1
Andres, C.J.2
Resek, J.E.3
Woddall, C.C.4
McLaughlin, M.A.5
Lee, P.H.6
Price, D.A.7
-
17
-
-
20144382745
-
-
Kato, A.; Kato, N.; Kano, E.; Adachi, I.; Ikeda, K.; Yu, L.; Okamoto, T.; Banba, Y.; Ouchi, H.; Takahata, H.; Asano, N. J. Med. Chem. 2005, 48, 2036-2044.
-
(2005)
J. Med. Chem
, vol.48
, pp. 2036-2044
-
-
Kato, A.1
Kato, N.2
Kano, E.3
Adachi, I.4
Ikeda, K.5
Yu, L.6
Okamoto, T.7
Banba, Y.8
Ouchi, H.9
Takahata, H.10
Asano, N.11
-
18
-
-
19944433217
-
-
Asano, N.; Ikeda, K.; Yu, L.; Kato, A.; Takebayashi, K.; Adachi, I.; Kato, I.; Ouchi, H.; Takahata, H.; Fleet, G. Tetrahedron: Asymmetry 2005, 16, 223-229.
-
(2005)
Tetrahedron: Asymmetry
, vol.16
, pp. 223-229
-
-
Asano, N.1
Ikeda, K.2
Yu, L.3
Kato, A.4
Takebayashi, K.5
Adachi, I.6
Kato, I.7
Ouchi, H.8
Takahata, H.9
Fleet, G.10
-
19
-
-
34548185629
-
-
Paquette, L. A, Ed, John Wiley & Sons: New York, In press
-
Guaragna, A.; Palumbo, G.; Pedatella, S. In e-Encyclopedia of Reagents for Organic Synthesis; Paquette, L. A., Ed.; John Wiley & Sons: New York, 2007. In press.
-
(2007)
e-Encyclopedia of Reagents for Organic Synthesis
-
-
Guaragna, A.1
Palumbo, G.2
Pedatella, S.3
-
20
-
-
0000271959
-
-
(a) Caputo, R.; Guaragna, A.; Palumbo, G.; Pedatella, S. J. Org. Chem. 1997, 62, 9369-9371.
-
(1997)
J. Org. Chem
, vol.62
, pp. 9369-9371
-
-
Caputo, R.1
Guaragna, A.2
Palumbo, G.3
Pedatella, S.4
-
21
-
-
5444254547
-
-
(b) Caputo, R.; De Nisco, M.; Festa, P.; Guaragna, A.; Palumbo, G.; Pedatella, S. J. Org. Chem. 2004, 69, 7033-7037.
-
(2004)
J. Org. Chem
, vol.69
, pp. 7033-7037
-
-
Caputo, R.1
De Nisco, M.2
Festa, P.3
Guaragna, A.4
Palumbo, G.5
Pedatella, S.6
-
22
-
-
33750312161
-
-
(c) Guaragna, A.; Napolitano, C.; D'Alonzo, D.; Pedatella, S.; Palumbo, G. Org. Lett. 2006, 8, 4863-4866.
-
(2006)
Org. Lett
, vol.8
, pp. 4863-4866
-
-
Guaragna, A.1
Napolitano, C.2
D'Alonzo, D.3
Pedatella, S.4
Palumbo, G.5
-
24
-
-
34548157938
-
-
The solvent-dependent stereoselective effect should be related to the nature of the organolithium intermediate: as already reported (see farther on, a nude and more reactive ionic couple prevails in THF, while a less reactive non-ionized species is formed in Et2O, driving the reaction towards a better stereoselective outcome: (a) Seyferth, D, King, R. B. Annual Surveys of Organometallic Chemistry, 1-3, Elsevier Publishing Co, Amsterdam, 1965-1967
-
2O, driving the reaction towards a better stereoselective outcome: (a) Seyferth, D.; King, R. B. Annual Surveys of Organometallic Chemistry, Vol. 1-3, Elsevier Publishing Co.: Amsterdam, 1965-1967.
-
-
-
-
26
-
-
0034741042
-
-
In all our experiments the reported syn stereoselection [Liang, X, Andersch, J, Bols, M. J. Chem. Soc, Perkin Trans. 1 2001, 2136-2157] was never observed. Because of the chemical characteristics of compound 5, such discrepancy could be rationalized assuming that in the reaction medium the catalyst does not complex Garner aldehyde, but it can be sequestrated by the negatively-charged heterocyclic system, without induction of stereoselectivity
-
In all our experiments the reported syn stereoselection [Liang, X.; Andersch, J.; Bols, M. J. Chem. Soc., Perkin Trans. 1 2001, 2136-2157] was never observed. Because of the chemical characteristics of compound 5, such discrepancy could be rationalized assuming that in the reaction medium the catalyst does not complex Garner aldehyde, but it can be sequestrated by the negatively-charged heterocyclic system, without induction of stereoselectivity.
-
-
-
-
27
-
-
34548176014
-
-
An alternative numbering reported on the carbon skeleton has been employed to identify carbon atoms that will belong to the carbohydratelike ring see Table 1
-
An alternative numbering reported on the carbon skeleton has been employed to identify carbon atoms that will belong to the carbohydratelike ring (see Table 1).
-
-
-
-
28
-
-
0037111592
-
-
Donohoe, T. J.; Blades, K.; Moore, P. R.; Waring, M. J.; Winter, J. J. G.; Helliwell, M.; Newcombe, N. J.; Stemp, G. J. Org. Chem. 2002, 67, 7946-7956.
-
(2002)
J. Org. Chem
, vol.67
, pp. 7946-7956
-
-
Donohoe, T.J.1
Blades, K.2
Moore, P.R.3
Waring, M.J.4
Winter, J.J.G.5
Helliwell, M.6
Newcombe, N.J.7
Stemp, G.8
-
29
-
-
4444276636
-
-
Kolb, H. C.; VanNieuwenhze, M. S.; Sharpless, K. B. Chem. Rev. 1994, 94, 2483-2547.
-
(1994)
Chem. Rev
, vol.94
, pp. 2483-2547
-
-
Kolb, H.C.1
VanNieuwenhze, M.S.2
Sharpless, K.B.3
-
30
-
-
0000929876
-
-
Wu, X.-D.; Khim, S.-K.; Zhang, X.; Cederstrom, E. M.; Mariano, P. S. J. Org. Chem. 1998, 63, 841-859.
-
(1998)
J. Org. Chem
, vol.63
, pp. 841-859
-
-
Wu, X.-D.1
Khim, S.-K.2
Zhang, X.3
Cederstrom, E.M.4
Mariano, P.S.5
-
31
-
-
0029084213
-
-
In the 1C4 chair form, a downward orientation is imposed on the N-Boc substituent owing to the nature of the ring nitrogen atom, resulting in a strong repulsive interaction with the nearly coplanar C-6 methylene group. An upward movement of the ring nitrogen relieves such repulsion leading to a 3S1 conformation. For similar results see: (a) Kilonda, A, Compernolle, F, Hoornaert, G. J. J. Org. Chem. 1995, 60, 5820-5824
-
1 conformation. For similar results see: (a) Kilonda, A.; Compernolle, F.; Hoornaert, G. J. J. Org. Chem. 1995, 60, 5820-5824.
-
-
-
-
33
-
-
33751154457
-
-
Yang, D.; Wong, M.-K.; Yip, Y.-C. J. Org. Chem. 1995, 60, 3887-3889.
-
(1995)
J. Org. Chem
, vol.60
, pp. 3887-3889
-
-
Yang, D.1
Wong, M.-K.2
Yip, Y.-C.3
-
34
-
-
34548167497
-
-
4, and then leads to the epoxide cleavage.
-
4, and then leads to the epoxide cleavage.
-
-
-
|