-
1
-
-
0042244241
-
-
(a) Toida, T.; Chaidedgumjorn, A.; Linhardt, R. J. Trends Glycosci. Glycotech. 2003, 15, 29.
-
(2003)
Trends Glycosci. Glycotech
, vol.15
, pp. 29
-
-
Toida, T.1
Chaidedgumjorn, A.2
Linhardt, R.J.3
-
3
-
-
8844275956
-
-
Hanson, S. R.; Best, M. D.; Wong, C. H. Angew. Chem., Int. Ed. 2004, 43, 5736.
-
(2004)
Angew. Chem., Int. Ed
, vol.43
, pp. 5736
-
-
Hanson, S.R.1
Best, M.D.2
Wong, C.H.3
-
6
-
-
0347517811
-
-
Lapierre, J.; Ahmed, V.; Chen, M.-J.; Ispahany, M.; Guillemette, J. G.; Taylor, S. D. Bioorg. Med. Chem. Lett. 2004, 14, 151.
-
(2004)
Bioorg. Med. Chem. Lett
, vol.14
, pp. 151
-
-
Lapierre, J.1
Ahmed, V.2
Chen, M.-J.3
Ispahany, M.4
Guillemette, J.G.5
Taylor, S.D.6
-
8
-
-
0001090596
-
-
(a) Kotoris, C.; Chen, M-J.; Taylor, S. D. J. Org. Chem. 1998, 63, 8052.
-
(1998)
J. Org. Chem
, vol.63
, pp. 8052
-
-
Kotoris, C.1
Chen, M.-J.2
Taylor, S.D.3
-
10
-
-
0035902245
-
-
(c) Liu, S.; Dockendorf, C.; Taylor, S. D. Org. Lett. 2001, 3, 1571.
-
(2001)
Org. Lett
, vol.3
, pp. 1571
-
-
Liu, S.1
Dockendorf, C.2
Taylor, S.D.3
-
11
-
-
0036235963
-
-
(d) Leung, C.; Lee, J.; Meyer, N.; Jia, C.; Grzyb, J.; Liu, S.; Hum, G.; Taylor, S. D. Bioorg. Med. Chem. 2002, 10, 2309.
-
(2002)
Bioorg. Med. Chem
, vol.10
, pp. 2309
-
-
Leung, C.1
Lee, J.2
Meyer, N.3
Jia, C.4
Grzyb, J.5
Liu, S.6
Hum, G.7
Taylor, S.D.8
-
12
-
-
0033595850
-
-
Taylor, S. D.; Kotoris, C.; Hum, G. H. Tetrahedron 1999, 55, 12431.
-
(1999)
Tetrahedron
, vol.55
, pp. 12431
-
-
Taylor, S.D.1
Kotoris, C.2
Hum, G.H.3
-
15
-
-
0026700282
-
-
Slomiany, B. L.; Murty, V. L.; Piotrowski, J.; Grabska, M.; Slomiany, A. Am. J. Gastroenterol. 1992, 87, 1132.
-
(1992)
Am. J. Gastroenterol
, vol.87
, pp. 1132
-
-
Slomiany, B.L.1
Murty, V.L.2
Piotrowski, J.3
Grabska, M.4
Slomiany, A.5
-
16
-
-
0001180846
-
-
Berkowitz, D. B.; Eggen, M-J.; Shen, Q.; Sloss, D. G. J. Org. Chem. 1993, 58, 6174.
-
(1993)
J. Org. Chem
, vol.58
, pp. 6174
-
-
Berkowitz, D.B.1
Eggen, M.-J.2
Shen, Q.3
Sloss, D.G.4
-
17
-
-
0034725770
-
-
Berkowitz, D. B.; Bose, M.; Pfannestiel, T. J.; Doukov, T. J. Org. Chem. 2000, 65, 4498.
-
(2000)
J. Org. Chem
, vol.65
, pp. 4498
-
-
Berkowitz, D.B.1
Bose, M.2
Pfannestiel, T.J.3
Doukov, T.4
-
18
-
-
0043208249
-
-
Roberts, J. C.; Gao, H.; Gopalsomy, A.; KongsJahju, A.; Patch, R. J. Tetrahedron Lett. 1997, 38, 335.
-
(1997)
Tetrahedron Lett
, vol.38
, pp. 335
-
-
Roberts, J.C.1
Gao, H.2
Gopalsomy, A.3
KongsJahju, A.4
Patch, R.J.5
-
20
-
-
0029890891
-
-
We were unable to obtain the crystal structure of the monofluorinated diastereomers and therefore we were unable to determine their absolute stereochemistry, which makes rationalizing the effect of the counterion on the stereochemistry very difficult. In contrast to the significant number of theoretical and synthetic studies on α-carbanions of sulfones, studies related to α-carbanions of sulfonate esters and sulfonamides are scarce. As with the sulfones, many factors may affect their structure and reactivity patterns such as negative hyperconjugation, complexation of the cations with the sulfonate group or carbanion, π-cation and cation-solvent interactions, differences in the sizes of the cations, etc. For a discussion on the structure of α-carbanions of sulfones see: Raabe, G, Gais, H-J, Fleishhauer, J. J. Am. Chem. Soc. 1996, 118, 4622 and references therein
-
We were unable to obtain the crystal structure of the monofluorinated diastereomers and therefore we were unable to determine their absolute stereochemistry, which makes rationalizing the effect of the counterion on the stereochemistry very difficult. In contrast to the significant number of theoretical and synthetic studies on α-carbanions of sulfones, studies related to α-carbanions of sulfonate esters and sulfonamides are scarce. As with the sulfones, many factors may affect their structure and reactivity patterns such as negative hyperconjugation, complexation of the cations with the sulfonate group or carbanion, π-cation and cation-solvent interactions, differences in the sizes of the cations, etc. For a discussion on the structure of α-carbanions of sulfones see: Raabe, G.; Gais, H-J.; Fleishhauer, J. J. Am. Chem. Soc. 1996, 118, 4622 and references therein.
-
-
-
-
21
-
-
26444592982
-
-
Liu, Y.; Ahmed, V.; Hill, B.; Taylor, S.D. Org. Biomol. Chem. 2005, 3, 3329.
-
(2005)
Org. Biomol. Chem
, vol.3
, pp. 3329
-
-
Liu, Y.1
Ahmed, V.2
Hill, B.3
Taylor, S.D.4
-
22
-
-
9444267656
-
-
Hill, B.; Liu, Y.; Taylor, S. D. Org. Lett. 2004, 6, 4285.
-
(2004)
Org. Lett
, vol.6
, pp. 4285
-
-
Hill, B.1
Liu, Y.2
Taylor, S.D.3
-
23
-
-
33846014416
-
-
See the Supporting Information for the synthesis of reagent 23
-
See the Supporting Information for the synthesis of reagent 23.
-
-
-
-
24
-
-
33845977125
-
-
We did not detect compound 16 as a byproduct in these reactions. However, 19F NMR analysis of the crude reaction products suggested a byproduct resulting from the attack of the carbanion on the sulfur of NFSi may have formed. This side reaction was shown to occur during the fluorination of other alkyl sulfonamides see ref 18
-
19F NMR analysis of the crude reaction products suggested a byproduct resulting from the attack of the carbanion on the sulfur of NFSi may have formed. This side reaction was shown to occur during the fluorination of other alkyl sulfonamides (see ref 18).
-
-
-
-
25
-
-
85119737699
-
-
(a) Eisleb, Chem. Ber. 1941, 74, 1433.
-
(1941)
Chem. Ber
, vol.74
, pp. 1433
-
-
Eisleb1
|