SCOPUS 정보 검색 플랫폼

Journal of Fluorine Chemistry

Volumn 132, Issue 12, 2011, Pages 1232-1240

Fluorination of tertiary alcohols derived from di-O- isopropylidenehexofuranose and O-isopropylidenepentofuranose

(3) Rapp, Magdalena a Bilska, Monika a Koroniak, Henryk a

a ADAM MICKIEWICZ UNIVERSITY (Poland)

Author keywords

DAST; Fluorination; Hexofuranose; Pentofuranose; PFPDEA; Stereoselectivity

Indexed keywords

EID: 80053576985 PISSN: 00221139 EISSN: None Source Type: Journal
DOI: 10.1016/j.jfluchem.2011.07.001 Document Type: Article

Times cited : (10)

References (66)

1
- 0023237559
- J.T. Welch Tetrahedron 43 1987 3123 3197
- (1987) Tetrahedron , vol.43 , pp. 3123-3197
- Welch, J.T.¹

2
- 0003661703
- J. Mann Chem. Soc. Rev. 16 1987 381 436
- (1987) Chem. Soc. Rev. , vol.16 , pp. 381-436
- Mann, J.¹

3
- 84890169857
- Wiley Interscience
- J.-P. Bégué, and D. Bonnet-Delpon Bioorganic and Medicinal Chemistry of Fluorine 2008 Wiley Interscience
- (2008) Bioorganic and Medicinal Chemistry of Fluorine
- Bégué, J.-P.¹ Bonnet-Delpon, D.²

4
- 38149070200
- S. Purser, P.R. Moore, S. Swallow, and V. Gouverneur Chem. Soc. Rev. 37 2008 320 330
- (2008) Chem. Soc. Rev. , vol.37 , pp. 320-330
- Purser, S.¹ Moore, P.R.² Swallow, S.³ Gouverneur, V.⁴

5
- 38149016915
- references therein
- D. O'Hagan Chem. Soc. Rev. 37 2008 308 319 and references therein
- (2008) Chem. Soc. Rev. , vol.37 , pp. 308-319
- O'Hagan, D.¹

6
- 0034631785
- B. Beuthien-Baumann, K. Hamacher, F. Oberdorfer, and J. Steinbach Carbohydr. Res. 327 2000 107 118
- (2000) Carbohydr. Res. , vol.327 , pp. 107-118
- Beuthien-Baumann, B.¹ Hamacher, K.² Oberdorfer, F.³ Steinbach, J.⁴

7
- 0003314358
- I. Ojima, Washington DC ACS Symposium Series 639
- L.W. Hertel, J.S. Kroin, C.S. Grossman, G.B. Grindey, A.F. Dorr, A.M.V. Storniolo, W. Plunkett, V. Ganghi, and P. Huang I. Ojima, Biomedical Frontiers in Fluorine Chemistry Washington DC 1996 ACS Symposium Series 639
- (1996) Biomedical Frontiers in Fluorine Chemistry
- Hertel, L.W.¹ Kroin, J.S.² Grossman, C.S.³ Grindey, G.B.⁴ Dorr, A.F.⁵ Storniolo, A.M.V.⁶ Plunkett, W.⁷ Ganghi, V.⁸ Huang, P.⁹

8
- 0034631778
- K.W. Pankiewicz Carbohydr. Res. 327 2000 87 105
- (2000) Carbohydr. Res. , vol.327 , pp. 87-105
- Pankiewicz, K.W.¹

9
- 0030832990
- W. Plunkett, P. Huang, and V. Ganghi Nucleosides Nucleotides 16 1997 1261 1270
- (1997) Nucleosides Nucleotides , vol.16 , pp. 1261-1270
- Plunkett, W.¹ Huang, P.² Ganghi, V.³

10
- 0025737572
- C.H. Baker, J. Banzon, J.M. Bollinger, J. Stubbe, V. Samano, J.M. Robins, B. Lippert, E. Jarvi, and R.J. Resvick Med. Chem. 34 1991 1879 1884
- (1991) Med. Chem. , vol.34 , pp. 1879-1884
- Baker, C.H.¹ Banzon, J.² Bollinger, J.M.³ Stubbe, J.⁴ Samano, V.⁵ Robins, J.M.⁶ Lippert, B.⁷ Jarvi, E.⁸ Resvick, R.J.⁹

11
- 0026059272
- J.R. McCarthy, D.P. Matthews, D.M. Stemerick, E.W. Huber, P. Bey, B.J. Lippert, R.D. Snyder, and P.S. Sunkara J. Am. Chem. Soc. 113 1991 7439 7440
- (1991) J. Am. Chem. Soc. , vol.113 , pp. 7439-7440
- McCarthy, J.R.¹ Matthews, D.P.² Stemerick, D.M.³ Huber, E.W.⁴ Bey, P.⁵ Lippert, B.J.⁶ Snyder, R.D.⁷ Sunkara, P.S.⁸

12
- 0345652538
- J. Wolf, C. Monneret, R. Pontikis, and J.C. Florent Eur. J. Org. Chem. 1998 2417 2423
- (1998) Eur. J. Org. Chem. , pp. 2417-2423
- Wolf, J.¹ Monneret, C.² Pontikis, R.³ Florent, J.C.⁴

13
- 1542534457
- J.A. Wilkinson Chem. Rev. 1892 92 1992 505 519
- (1992) Chem. Rev. , vol.1892 , Issue.92 , pp. 505-519
- Wilkinson, J.A.¹

14
- 33847800447
- W.J. Middleton J. Org. Chem. 40 1975 574 578
- (1975) J. Org. Chem. , vol.40 , pp. 574-578
- Middleton, W.J.¹

15
- 0034631773
- K. Dax, M. Albert, J. Ortner, and B.J. Paul Carbohydr. Res. 329 2000 47 86
- (2000) Carbohydr. Res. , vol.329 , pp. 47-86
- Dax, K.¹ Albert, M.² Ortner, J.³ Paul, B.J.⁴

16
- 0001387338
- (Engl. Transl.)
- N.N. Yarovenko, and M.A. Raksha J. Gen. Chem. USSR 29 1959 2125 2128 (Engl. Transl.)
- (1959) J. Gen. Chem. USSR , vol.29 , pp. 2125-2128
- Yarovenko, N.N.¹ Raksha, M.A.²

17
- 0001134371
- A. Takaoka, H. Iwakiri, and N. Ishikawa Bull. Chem. Soc. Jpn. 52 1979 3377 3380
- (1979) Bull. Chem. Soc. Jpn. , vol.52 , pp. 3377-3380
- Takaoka, A.¹ Iwakiri, H.² Ishikawa, N.³

18
- 33748323172
- H. Koroniak, J. Walkowiak, K. Grys, A. Rajchel, A. Alty, and R. Du Boisson J. Fluorine Chem. 127 2006 1245 1251
- (2006) J. Fluorine Chem. , vol.127 , pp. 1245-1251
- Koroniak, H.¹ Walkowiak, J.² Grys, K.³ Rajchel, A.⁴ Alty, A.⁵ Du Boisson, R.⁶

19
- 47249091407
- M.C. Pacheco, S. Purser, and V. Gouverneur Chem. Rev. 108 2008 1943 1981
- (2008) Chem. Rev. , vol.108 , pp. 1943-1981
- Pacheco, M.C.¹ Purser, S.² Gouverneur, V.³

20
- 0032570451
- A. Boukerb, D. Grée, M. Laabassi, and R. Grée J. Fluorine Chem. 88 1998 23 27
- (1998) J. Fluorine Chem. , vol.88 , pp. 23-27
- Boukerb, A.¹ Grée, D.² Laabassi, M.³ Grée, R.⁴

21
- 0033230998
- S. De Jonghe, I. Van Overmeire, J. Gunst, A. De Bruyn, C. Hendrix, S. Van Calenbergh, R. Busson, D. De Keukeleire, J. Philippé, and P. Herdewijn Bioorg. Med. Chem. Lett. 9 1999 3159 3164
- (1999) Bioorg. Med. Chem. Lett. , vol.9 , pp. 3159-3164
- De Jonghe, S.¹ Van Overmeire, I.² Gunst, J.³ De Bruyn, A.⁴ Hendrix, C.⁵ Van Calenbergh, S.⁶ Busson, R.⁷ De Keukeleire, D.⁸ Philippé, J.⁹ Herdewijn, P.¹⁰

22
- 67349283339
- S. Bresciani, A.M.Z. Slawin, and D. O'Hagan J. Fluorine Chem. 130 2009 537 543
- (2009) J. Fluorine Chem. , vol.130 , pp. 537-543
- Bresciani, S.¹ Slawin, A.M.Z.² O'Hagan, D.³

23
- 0001516426
- B. Ernst, and T. Winkler Tetrahedron Lett. 30 1989 3081 3084
- (1989) Tetrahedron Lett. , vol.30 , pp. 3081-3084
- Ernst, B.¹ Winkler, T.²

24
- 0025084089
- B. Ernst, A. De Mesmaeker, B. Wagner, and T. Winkler Tetrahedron Lett. 31 1990 6167 6170
- (1990) Tetrahedron Lett. , vol.31 , pp. 6167-6170
- Ernst, B.¹ De Mesmaeker, A.² Wagner, B.³ Winkler, T.⁴

25
- 0019837228
- J.M.D. Tronchet, and A.P. Bonenfant Helv. Chim. Acta 64 1981 2322 2327
- (1981) Helv. Chim. Acta , vol.64 , pp. 2322-2327
- Tronchet, J.M.D.¹ Bonenfant, A.P.²

26
- 33845185699
- M. Labelle, and Y. Guindon J. Am. Chem. Soc. 111 1989 2204 2210
- (1989) J. Am. Chem. Soc. , vol.111 , pp. 2204-2210
- Labelle, M.¹ Guindon, Y.²

27
- 0035815159
- D. Grée, L. Vallerie, R. Grée, L. Toupet, I. Washington, J.-P. Pelicier, J.M. Pérez, and K.N. Houk J. Org. Chem. 66 7 2001 2374 2381
- (2001) J. Org. Chem. , vol.66 , Issue.7 , pp. 2374-2381
- Grée, D.¹ Vallerie, L.² Grée, R.³ Toupet, L.⁴ Washington, I.⁵ Pelicier, J.-P.⁶ Pérez, J.M.⁷ Houk, K.N.⁸

28
- 37049096947
- G.M. Blackburn, and D.E. Kent J. Chem. Soc. Chem. Commun. 1981 511 513
- (1981) J. Chem. Soc. Chem. Commun. , pp. 511-513
- Blackburn, G.M.¹ Kent, D.E.²

29
- 37049087186
- G.M. Blackburn, and D.E. Kent J. Chem. Soc. Perkin Trans. 1 1986 913 917
- (1986) J. Chem. Soc. Perkin Trans. , vol.1 , pp. 913-917
- Blackburn, G.M.¹ Kent, D.E.²

30
- 0000302897
- G.B. Hammond, and D.J. deMendonca J. Fluorine Chem. 102 2000 189 197
- (2000) J. Fluorine Chem. , vol.102 , pp. 189-197
- Hammond, G.B.¹ Demendonca, D.J.²

31
- 0036009141
- M. Prakesch, D. Grée, and R. Grée Acc. Chem. Res. 35 2002 175 181
- (2002) Acc. Chem. Res. , vol.35 , pp. 175-181
- Prakesch, M.¹ Grée, D.² Grée, R.³

32
- 0029870633
- D.M. Grée, C.J.M. Kermarrec, J.T. Martelli, R.L. Grée, J.P. Lellouche, and L.J. Toupet Org. Chem. 61 1996 1918 1919
- (1996) Org. Chem. , vol.61 , pp. 1918-1919
- Grée, D.M.¹ Kermarrec, C.J.M.² Martelli, J.T.³ Grée, R.L.⁴ Lellouche, J.P.⁵ Toupet, L.J.⁶

33
- 0030570869
- C. Kermarrec, V. Madiot, D. Grée, A. Meyer, and R. Grée Tetrahedron Lett. 37 1996 5691 5694
- (1996) Tetrahedron Lett. , vol.37 , pp. 5691-5694
- Kermarrec, C.¹ Madiot, V.² Grée, D.³ Meyer, A.⁴ Grée, R.⁵

34
- 0033609839
- D. Grée, V. Madiot, and R. Grée Tetrahedron Lett. 40 1999 6399 6402
- (1999) Tetrahedron Lett. , vol.40 , pp. 6399-6402
- Grée, D.¹ Madiot, V.² Grée, R.³

35
- 0000943478
- S. Legoupy, C. Crévisy, J.C. Guillemin, and R. Grée J. Fluorine Chem. 93 1999 171 173
- (1999) J. Fluorine Chem. , vol.93 , pp. 171-173
- Legoupy, S.¹ Crévisy, C.² Guillemin, J.C.³ Grée, R.⁴

36
- 0035804961
- M. Prakesch, D. Grée, and R. Grée J. Org. Chem. 66 2001 3146 3151
- (2001) J. Org. Chem. , vol.66 , pp. 3146-3151
- Prakesch, M.¹ Grée, D.² Grée, R.³

37
- 0034695504
- V. Madiot, P. Lesot, D. Grée, J. Courtieu, and R. Grée Chem. Commun. 2000 169 170
- (2000) Chem. Commun. , pp. 169-170
- Madiot, V.¹ Lesot, P.² Grée, D.³ Courtieu, J.⁴ Grée, R.⁵

38
- 0033609778
- V. Madiot, D. Grée, and R. Grée Tetrahedron Lett. 40 1999 6403 6406
- (1999) Tetrahedron Lett. , vol.40 , pp. 6403-6406
- Madiot, V.¹ Grée, D.² Grée, R.³

39
- 0033808604
- S. De Jonghe, I. Van Overmeire, C. Hendrix, R. Busson, D. De Keukeleire, and P. Herdewijn Eur. J. Org. Chem. 2000 3177 3183
- (2000) Eur. J. Org. Chem. , pp. 3177-3183
- De Jonghe, S.¹ Van Overmeire, I.² Hendrix, C.³ Busson, R.⁴ De Keukeleire, D.⁵ Herdewijn, P.⁶

40
- 43049116149
- L. Carroll, S. McCullough, T.D. Rees, W. Claridge, and V. Gouverneur Org. Biomol. Chem. 6 2008 1731 1733
- (2008) Org. Biomol. Chem. , vol.6 , pp. 1731-1733
- Carroll, L.¹ McCullough, S.² Rees, T.D.³ Claridge, W.⁴ Gouverneur, V.⁵

41
- 33749515656
- L. Carroll, M.C. Pacheco, L. Garcia, and V. Gouverneur Chem. Commun. 39 2006 4113 4115
- (2006) Chem. Commun. , vol.39 , pp. 4113-4115
- Carroll, L.¹ Pacheco, M.C.² Garcia, L.³ Gouverneur, V.⁴

42
- 70149083003
- H. Jiang, A. Falcicchio, K.L. Jensen, M.W. Paixao, S. Bertelsen, and K.A. Jørgensen J. Am. Chem. Soc. 131 2009 7153 7157
- (2009) J. Am. Chem. Soc. , vol.131 , pp. 7153-7157
- Jiang, H.¹ Falcicchio, A.² Jensen, K.L.³ Paixao, M.W.⁴ Bertelsen, S.⁵ Jørgensen, K.A.⁶

43
- 0029612179
- For reviews on structure, function, mechanism and inhibition of ribonucleotide reductases, critical enzymes that catalyze all new production of deoxynucleotides for DNA synthesis by reducing the corresponding ribonucleotides, see
- For reviews on structure, function, mechanism and inhibition of ribonucleotide reductases, critical enzymes that catalyze all new production of deoxynucleotides for DNA synthesis by reducing the corresponding ribonucleotides, see J. Stubbe, and W.A. van der Donk Chem. Biol. 2 1995 793 801
- (1995) Chem. Biol. , vol.2 , pp. 793-801
- Stubbe, J.¹ Van Der Donk, W.A.²

44
- 0035544604
- H. Eukland, U. Uhlin, M. Färnegrdh, D.T. Logan, and P. Nordlund Prog. Biophys. Mol. Biol. 77 2001 177 268
- (2001) Prog. Biophys. Mol. Biol. , vol.77 , pp. 177-268
- Eukland, H.¹ Uhlin, U.² Färnegrdh, M.³ Logan, D.T.⁴ Nordlund, P.⁵

45
- 2542504483
- M. Kolberg, K.R. Strand, P. Graff, and K.K. Andersson Biochim. Biophys. Acta 1699 2004 1 34
- (2004) Biochim. Biophys. Acta , vol.1699 , pp. 1-34
- Kolberg, M.¹ Strand, K.R.² Graff, P.³ Andersson, K.K.⁴

46
- 0001079749
- P.J. Garegg, and B. Samuelsson Carbohydr. Res. 67 1978 267 270
- (1978) Carbohydr. Res. , vol.67 , pp. 267-270
- Garegg, P.J.¹ Samuelsson, B.²

47
- 0032507263
- P.B. Alper, M. Hendrix, P. Sears, and C.-H. Won J. Am. Chem. Soc. 120 9 1998 1965 1978
- (1998) J. Am. Chem. Soc. , vol.120 , Issue.9 , pp. 1965-1978
- Alper, P.B.¹ Hendrix, M.² Sears, P.³ Won, C.-H.⁴

48
- 0001462449
- D.C. Baker, D.K. Brown, D. Horton, and R.G. Nickol Carbohydr. Res. 32 1974 299 320
- (1974) Carbohydr. Res. , vol.32 , pp. 299-320
- Baker, D.C.¹ Brown, D.K.² Horton, D.³ Nickol, R.G.⁴

49
- 0032503562
- N.K. Christensen, M. Petersen, P. Nielsen, J.P. Jacobsen, C.E. Olsen, and J. Wengel J. Am. Chem. Soc. 120 1998 5458 5463
- (1998) J. Am. Chem. Soc. , vol.120 , pp. 5458-5463
- Christensen, N.K.¹ Petersen, M.² Nielsen, P.³ Jacobsen, J.P.⁴ Olsen, C.E.⁵ Wengel, J.⁶

50
- 84890711200
- Wiley Interscience
- W.R. Dolbier Jr Guide to Fluorine NMR for Organic Chemists 2009 Wiley Interscience
- (2009) Guide to Fluorine NMR for Organic Chemists
- Dolbier Jr., W.R.¹

51
- 0034631782
- M. Michalik, M. Hein, and M. Frank Carbohydr. Res. 327 2000 185 218
- (2000) Carbohydr. Res. , vol.327 , pp. 185-218
- Michalik, M.¹ Hein, M.² Frank, M.³

52
- 0030036748
- M. Xie, D.A. Berges, and M.J. Robins J. Org. Chem. 61 1996 5178 5179
- (1996) J. Org. Chem. , vol.61 , pp. 5178-5179
- Xie, M.¹ Berges, D.A.² Robins, M.J.³

53
- 0042698457
- N.Q. Vu, D. Grée, R. Grée, E. Brown, and G. Dujardin Tetrahedron Lett. 44 2003 6425 6428
- (2003) Tetrahedron Lett. , vol.44 , pp. 6425-6428
- Vu, N.Q.¹ Grée, D.² Grée, R.³ Brown, E.⁴ Dujardin, G.⁵

54
- 0028836789
- Y. Todoroki, N. Hirai, and K. Koshimizu Phytochemistry 40 3 1995 633 641
- (1995) Phytochemistry , vol.40 , Issue.3 , pp. 633-641
- Todoroki, Y.¹ Hirai, N.² Koshimizu, K.³

55
- 33845281648
- K.I. Tadano, Y. Idogaki, H. Yamada, and T. Suami J. Org. Chem. 52 1987 1201 1210
- (1987) J. Org. Chem. , vol.52 , pp. 1201-1210
- Tadano, K.I.¹ Idogaki, Y.² Yamada, H.³ Suami, T.⁴

56
- 33751021311
- CRC Press, Taylor and Francis Group
- D.E. Levy, and P. Fugedi The Organic Chemistry of Sugar 2006 CRC Press, Taylor and Francis Group 89 179
- (2006) The Organic Chemistry of Sugar , pp. 89-179
- Levy, D.E.¹ Fugedi, P.²

57
- 33845922438
- E. Kobayashi, M. Shimazaki, Y. Miyamoto, H. Masuno, K. Yamamoto, H.F. DeLuca, S. Yamadab, and M. Shimizua Bioorg. Med. Chem. 15 2007 1475 1482
- (2007) Bioorg. Med. Chem. , vol.15 , pp. 1475-1482
- Kobayashi, E.¹ Shimazaki, M.² Miyamoto, Y.³ Masuno, H.⁴ Yamamoto, K.⁵ Deluca, H.F.⁶ Yamadab, S.⁷ Shimizua, M.⁸

58
- 36348971825
- C.V. Ramana, R. Mallik, and R.G. Gonnade Tetrahedron 64 2008 219 233
- (2008) Tetrahedron , vol.64 , pp. 219-233
- Ramana, C.V.¹ Mallik, R.² Gonnade, R.G.³

59
- 34249891102
- C.V. Ramana, P. Patel, and R.G. Gonnade Tetrahedron Lett. 48 2007 4771 4774
- (2007) Tetrahedron Lett. , vol.48 , pp. 4771-4774
- Ramana, C.V.¹ Patel, P.² Gonnade, R.G.³

60
- 0001354758
- J. Mulzer, and A. Angermann Tetrahedron Lett. 24 1983 2843 2846
- (1983) Tetrahedron Lett. , vol.24 , pp. 2843-2846
- Mulzer, J.¹ Angermann, A.²

61
- 2342544738
- M. Prakesch, E. Kerouredan, D. Grée, R. Grée, J. DeChancie, and K.N. Houk J. Fluorine Chem. 125 2004 537 541
- (2004) J. Fluorine Chem. , vol.125 , pp. 537-541
- Prakesch, M.¹ Kerouredan, E.² Grée, D.³ Grée, R.⁴ Dechancie, J.⁵ Houk, K.N.⁶

62
- 77954348622
- S. Fan, C.-Y. He, and X. Zhang Tetrahedron 66 2010 5218 5228
- (2010) Tetrahedron , vol.66 , pp. 5218-5228
- Fan, S.¹ He, C.-Y.² Zhang, X.³

63
- 0000172838
- B. Grant, and C. Djerassi J. Org. Chem. 39 1974 968 970
- (1974) J. Org. Chem. , vol.39 , pp. 968-970
- Grant, B.¹ Djerassi, C.²

64
- 0000400804
- J.C. Fischer, and D. Horton Carbohydr. Res. 59 1977 477 503
- (1977) Carbohydr. Res. , vol.59 , pp. 477-503
- Fischer, J.C.¹ Horton, D.²

65
- 0009616751
- D.J. Tozer Chem. Phys. Lett. 308 1999 160 164
- (1999) Chem. Phys. Lett. , vol.308 , pp. 160-164
- Tozer, D.J.¹

66
- 0025010652
- Y. Takeuchi, H. Ogara, Y. Ishii, and T. Koizumi Chem. Pharm. Bull. 38 9 1990 2404 2408
- (1990) Chem. Pharm. Bull. , vol.38 , Issue.9 , pp. 2404-2408
- Takeuchi, Y.¹ Ogara, H.² Ishii, Y.³ Koizumi, T.⁴

* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.