-
1
-
-
84958634880
-
-
J. A. Gladysz, D. P. Curran, I. T. Horváth Eds, Wiley-VCH, Weinheim
-
J. A. Gladysz, D. P. Curran, I. T. Horváth (Eds.), Handbook of Fluorous Chemistry, Wiley-VCH, Weinheim, 2004.
-
(2004)
Handbook of Fluorous Chemistry
-
-
-
4
-
-
0031029886
-
-
a) A. Studer, S. Hadida, R. Ferritto, S.-Y. Kim, P. Jeger, P. Wipf, D. P. Curran, Science 1997, 275, 823;
-
(1997)
Science
, vol.275
, pp. 823
-
-
Studer, A.1
Hadida, S.2
Ferritto, R.3
Kim, S.-Y.4
Jeger, P.5
Wipf, P.6
Curran, D.P.7
-
5
-
-
0037157184
-
-
b) Q. Zhang, A. Rivkin, D. P. Curran, J. Am. Chem. Soc. 2002, 124, 5774.
-
(2002)
J. Am. Chem. Soc
, vol.124
, pp. 5774
-
-
Zhang, Q.1
Rivkin, A.2
Curran, D.P.3
-
6
-
-
2942545969
-
-
Review: a
-
Review: a) W. Zhang, Chem. Rev. 2004, 104, 2531;
-
(2004)
Chem. Rev
, vol.104
, pp. 2531
-
-
Zhang, W.1
-
8
-
-
0038034710
-
-
a) K. Yamazaki, Y. Nakamura, Y. Kondo, J. Org. Chem. 2003, 68, 6011;
-
(2003)
J. Org. Chem
, vol.68
, pp. 6011
-
-
Yamazaki, K.1
Nakamura, Y.2
Kondo, Y.3
-
13
-
-
35348877351
-
-
Most of the typical fluorous tags require methylene spacers between the perfluoroalkyl chains and the tagging functionalities to reduce the influence of the perfluorated moieties. When molecules with these tags are exposed to typical lithiation conditions, undesired deprotonation of acidic protons on the methylene spacers occurs as a problematic side reaction, Chemical Equation Presented
-
Most of the typical fluorous tags require methylene spacers between the perfluoroalkyl chains and the tagging functionalities to reduce the influence of the perfluorated moieties. When molecules with these tags are exposed to typical lithiation conditions, undesired deprotonation of acidic protons on the methylene spacers occurs as a problematic side reaction. (Chemical Equation Presented)
-
-
-
-
14
-
-
0035135768
-
-
3-(Perfluorooctyl)benzenesulfonyl chloride: S. Cerezo, J. Cortes, D. Galvan, E. Lago, C. Marchi, E. Molins, M. Moreno-Manas, R. Pleixats, J. Torrejon, A. Vallribera, Eur. J. Org. Chem. 2001, 329.
-
3-(Perfluorooctyl)benzenesulfonyl chloride: S. Cerezo, J. Cortes, D. Galvan, E. Lago, C. Marchi, E. Molins, M. Moreno-Manas, R. Pleixats, J. Torrejon, A. Vallribera, Eur. J. Org. Chem. 2001, 329.
-
-
-
-
15
-
-
0021986510
-
-
a) Y.-C. Kong, K.-F. Cheng, R. C. Cambie, P. G. Waterman, J. Chem. Soc. Chem. Commun. 1985, 47;
-
(1985)
J. Chem. Soc. Chem. Commun
, pp. 47
-
-
Kong, Y.-C.1
Cheng, K.-F.2
Cambie, R.C.3
Waterman, P.G.4
-
16
-
-
0033987205
-
-
b) T. W. T. Leung, G. Cheng, C. H. Chui, S. K. W. Ho, F. Y. Lau, J. K. J. Tjong, T. C. C. Poon, J. C. O. Tang, W. C. P. Tse, K. F. Cheng, Y. C. Kong, Chemotherapy 2000, 46, 62.
-
(2000)
Chemotherapy
, vol.46
, pp. 62
-
-
Leung, T.W.T.1
Cheng, G.2
Chui, C.H.3
Ho, S.K.W.4
Lau, F.Y.5
Tjong, J.K.J.6
Poon, T.C.C.7
Tang, J.C.O.8
Tse, W.C.P.9
Cheng, K.F.10
Kong, Y.C.11
-
18
-
-
0035843330
-
-
b) Y. Kondo, M. Asai, T. Miura, M. Uchiyama, T. Sakamoto, Org. Lett. 2001, 3, 13.
-
(2001)
Org. Lett
, vol.3
, pp. 13
-
-
Kondo, Y.1
Asai, M.2
Miura, T.3
Uchiyama, M.4
Sakamoto, T.5
-
19
-
-
35348917229
-
-
Other metallic bases were also tested, but MesLi in diethyl ether was proved to be the best reagent for our purpose; see Supporting Information for details
-
Other metallic bases were also tested, but MesLi in diethyl ether was proved to be the best reagent for our purpose; see Supporting Information for details.
-
-
-
-
20
-
-
35348928726
-
-
a) Y.-C. Kong, K.-F. Cheng, T.-Y. Chan, T.-F. Lai, J. Chem. Soc. Chem. Commun. 1985, 48;
-
(1985)
J. Chem. Soc. Chem. Commun
, pp. 48
-
-
Kong, Y.-C.1
Cheng, K.-F.2
Chan, T.-Y.3
Lai, T.-F.4
-
21
-
-
0023735722
-
-
b) E. Wenkert, P. D. R. Moeller, S. R. Pietter, A. T. McPhail, J. Org. Chem. 1988, 53, 3170;
-
(1988)
J. Org. Chem
, vol.53
, pp. 3170
-
-
Wenkert, E.1
Moeller, P.D.R.2
Pietter, S.R.3
McPhail, A.T.4
-
23
-
-
0007397277
-
-
d) J. P. Kutney, F. J. Lopez, S.-P. Huang, H. Kurobe, Heterocycles 1989, 28, 565;
-
(1989)
Heterocycles
, vol.28
, pp. 565
-
-
Kutney, J.P.1
Lopez, F.J.2
Huang, S.-P.3
Kurobe, H.4
-
24
-
-
35348859568
-
-
e) J. P. Kutney, F. J. Lopez, S.-P. Huang, H. Kurobe, R. Flogaus, K. Piotrowska, Can. J. Chem. 1991, 69, 2993;
-
(1991)
Can. J. Chem
, vol.69
, pp. 2993
-
-
Kutney, J.P.1
Lopez, F.J.2
Huang, S.-P.3
Kurobe, H.4
Flogaus, R.5
Piotrowska, K.6
-
28
-
-
0034163195
-
-
i) M. Ishikura, K. Imaizumi, N. Katagiri, Heterocycles 2000, 53, 553;
-
(2000)
Heterocycles
, vol.53
, pp. 553
-
-
Ishikura, M.1
Imaizumi, K.2
Katagiri, N.3
-
29
-
-
0034303648
-
-
j) M. Ishikura, K. Imaizumi, N. Katagiri, Heterocycles 2000, 53, 2201.
-
(2000)
Heterocycles
, vol.53
, pp. 2201
-
-
Ishikura, M.1
Imaizumi, K.2
Katagiri, N.3
-
30
-
-
37049068564
-
-
a) K.-F. Cheng, T.-Y. Chan, T.-F. Lai, Y.-C. Kong, J. Chem. Soc. Perkin Trans. 1 1988, 3317;
-
(1988)
J. Chem. Soc. Perkin Trans. 1
, pp. 3317
-
-
Cheng, K.-F.1
Chan, T.-Y.2
Lai, T.-F.3
Kong, Y.-C.4
|