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Synthesis

Volumn , Issue 8, 2008, Pages 1233-1240

Diastereoselective synthesis of D-erythro- and D-threo-isoxazolidinyl nucleosides

(4) Hýrošová, Eva a Fišera, Lubor a Kožíšek, Jozef a Fronc, Marek a

a SLOVAK UNIVERSITY OF TECHNOLOGY (Slovakia)

Author keywords

C glycosyl nitrones; Cycloadditions; Isoxazolidines; Nucleosides; Stereoselective synthesis

Indexed keywords

CHIRALITY; CYCLOADDITION; ISOMERS; STEREOSELECTIVITY; SYNTHESIS (CHEMICAL);

C-GLYCOSYL NITRONES; CHIRAL NITRONE; ISOXAZOLIDINES; NUCLEOSIDES;

NUCLEIC ACIDS;

1 [2 BENZYL 3 [5 (TERTBUTYLDIMETHYLSILOXY) 2 METHYL 1,3 DIOXAN 4 YL]ISOXAZOLIDIN 5 YL] 4 BROMOPURINE; 1 [2 BENZYL 3 [5 (TERTBUTYLDIMETHYLSILOXY) 2 METHYL 1,3 DIOXAN 4 YL]ISOXAZOLIDIN 5 YL] 4 CHLOROPURINE; 1 [2 BENZYL 3 [5 (TERTBUTYLDIMETHYLSILOXY) 2 METHYL 1,3 DIOXAN 4 YL]ISOXAZOLIDIN 5 YL] 5 METHYLPYRIMIDINE 2,4 DIONE; 1 [2 BENZYL 3 [5 (TERTBUTYLDIMETHYLSILOXY) 2 METHYL 1,3 DIOXAN 4 YL]ISOXAZOLIDIN 5 YL]PYRIMIDINE 2,4 DIONE; 4 (ACETYLAMINO) 1 [2 BENZYL 3 [5 (TERTBUTYLDIMETHYLSULOXY) 2 RNETHYL 1,3 DIOXAN 4 YL]ISOXAZOLIDIN 5 YL]PYRIMIDIN 2 ONE; CYTOSINE DERIVATIVE; GUANINE DERIVATIVE; N 2 ACETYL 1 [2 BENZYL 3 [5 (TERTBUTYLDIMETHYLSILOXY) 2 METHYL 1,3 DIOXAN 4 YL]ISOXAZOLIDIN 5 YL]GUANINE; NITRONE; NITRONE DERIVATIVE; NUCLEIC ACID BASE; NUCLEOSIDE DERIVATIVE; OXAZOLIDINE DERIVATIVE; PURINE DERIVATIVE; THYMINE; URACIL; VINYL ACETATE;

ARTICLE; CARBON NUCLEAR MAGNETIC RESONANCE; CHEMICAL REACTION; CHIRALITY; CHROMATOGRAPHY; CYCLOADDITION; DIASTEREOISOMER; DRUG STRUCTURE; DRUG SYNTHESIS; POLYMERIZATION; PROTON NUCLEAR MAGNETIC RESONANCE; STEREOCHEMISTRY;

EID: 43049162458 PISSN: 00397881 EISSN: None Source Type: Journal
DOI: 10.1055/s-2008-1042942 Document Type: Article

Times cited : (7)

References (30)

1
- 0032849660
- Yokoyama, M.; Momotake, A. Synthesis 1999, 1541.
- (1999) Synthesis , pp. 1541
- Yokoyama, M.¹ Momotake, A.²

2
- 0042211613
- Merino, P. Curr. Med. Chem. Anti-Infective Agents 2002, 1, 389.
- (2002) Curr. Med. Chem. Anti-Infective Agents , vol.1 , pp. 389
- Merino, P.¹

3
- 0033601294
- (a) Chiacchio, U.; Corsaro, A.; Gumina, G.; Rescifina, A.; Iannazzo, D.; Piperno, A.; Romeo, G.; Romeo, R. J. Org. Chem. 1999, 64, 9321.
- (1999) J. Org. Chem , vol.64 , pp. 9321
- Chiacchio, U.¹ Corsaro, A.² Gumina, G.³ Rescifina, A.⁴ Iannazzo, D.⁵ Piperno, A.⁶ Romeo, G.⁷ Romeo, R.⁸

4
- 0034080703
- (b) Merino, P.; Del Alamo, E. M.; Santiago, F.; Merchan, F. L.; Simon, A.; Tejero, T. Tetrahedron: Asymmetry 2000, 11, 1543.
- (2000) Tetrahedron: Asymmetry , vol.11 , pp. 1543
- Merino, P.¹ Del Alamo, E.M.² Santiago, F.³ Merchan, F.L.⁴ Simon, A.⁵ Tejero, T.⁶

5
- 0035026883
- (c) Chiacchio, U.; Corsaro, A.; Iannazzo, D.; Piperno, A.; Procopio, A.; Rescifina, A.; Romeo, G.; Romeo, R. Eur. J. Org. Chem. 2001, 1893.
- (2001) Eur. J. Org. Chem , pp. 1893
- Chiacchio, U.¹ Corsaro, A.² Iannazzo, D.³ Piperno, A.⁴ Procopio, A.⁵ Rescifina, A.⁶ Romeo, G.⁷ Romeo, R.⁸

6
- 3242793242
- (d) Chiacchio, U.; Corsaro, A.; Iannazzo, D.; Piperno, A.; Pistara, V.; Procopio, A.; Rescifina, A.; Romeo, G.; Romeo, R.; Siciliano, M. C. R.; Valveri, E. ARKIVOC 2002, (xi), 159.
- (2002) ARKIVOC , vol.11 , pp. 159
- Chiacchio, U.¹ Corsaro, A.² Iannazzo, D.³ Piperno, A.⁴ Pistara, V.⁵ Procopio, A.⁶ Rescifina, A.⁷ Romeo, G.⁸ Romeo, R.⁹ Siciliano, M.C.R.¹⁰ Valveri, E.¹¹

7
- 0035478772
- (e) Colacino, E.; Converso, A.; Liguori, A.; Napoli, A.; Siciliano, C.; Sindona, G. Tetrahedron 2001, 57, 8551.
- (2001) Tetrahedron , vol.57 , pp. 8551
- Colacino, E.¹ Converso, A.² Liguori, A.³ Napoli, A.⁴ Siciliano, C.⁵ Sindona, G.⁶

8
- 0042231987
- (f) Chiacchio, U.; Corsaro, A.; Iannazzo, D.; Piperno, A.; Pistara, V.; Rescifina, A.; Romeo, R.; Valveri, V.; Mastino, A.; Romeo, G. J. Med. Chem. 2003, 46, 3696.
- (2003) J. Med. Chem , vol.46 , pp. 3696
- Chiacchio, U.¹ Corsaro, A.² Iannazzo, D.³ Piperno, A.⁴ Pistara, V.⁵ Rescifina, A.⁶ Romeo, R.⁷ Valveri, V.⁸ Mastino, A.⁹ Romeo, G.¹⁰

9
- 34547462160
- (g) Merino, P.; Tejero, T.; Matés, J.; Chiacchio, U.; Corsaro, A.; Romeo, G. Tetrahedron: Asymmetry 2007, 18, 1517.
- (2007) Tetrahedron: Asymmetry , vol.18 , pp. 1517
- Merino, P.¹ Tejero, T.² Matés, J.³ Chiacchio, U.⁴ Corsaro, A.⁵ Romeo, G.⁶

10
- 0036068835
- (a) Fischer, R.; Drucková, A.; Fišera, L.; Rybár, A.; Hametner, C.; Cyrański, M. K. Synlett 2002, 1113.
- (2002) Synlett , pp. 1113
- Fischer, R.¹ Drucková, A.² Fišera, L.³ Rybár, A.⁴ Hametner, C.⁵ Cyrański, M.K.⁶

11
- 0347354795
- (b) Fischer, R.; Hýrošová, E.; Drucková, A.; Fišera, L.; Hametner, C.; Cyrański, M. K. Synlett 2003, 2364.
- (2003) Synlett , pp. 2364
- Fischer, R.¹ Hýrošová, E.² Drucková, A.³ Fišera, L.⁴ Hametner, C.⁵ Cyrański, M.K.⁶

12
- 33947283685
- (c) Hýrošová, E.; Fišera, L.; Jame, R. M.-A.; Prónayová, N.; Medvecký, M.; Koóš, M. Chem. Heterocycl. Comp. 2007, 43, 14.
- (2007) Chem. Heterocycl. Comp , vol.43 , pp. 14
- Hýrošová, E.¹ Fišera, L.² Jame, R.M.-A.³ Prónayová, N.⁴ Medvecký, M.⁵ Koóš, M.⁶

13
- 43049164037
- in press
- (d) Hýrošová, E.; Medvecký, M.; Fišera, L.; Hametner, C.; Fröhlich, H.; Marchetti, M.; Allmaier, G. Tetrahedron 2008, in press,
- (2008) Tetrahedron
- Hýrošová, E.¹ Medvecký, M.² Fišera, L.³ Hametner, C.⁴ Fröhlich, H.⁵ Marchetti, M.⁶ Allmaier, G.⁷

14
- 51449124387
- El Ashry, E. S. H, Ed, Springer: Heidelberg
- (e) Fišera, L. In Heterocycles from Carbohydrate Precursors; El Ashry, E. S. H., Ed.; Springer: Heidelberg, 2007, 287.
- (2007) Heterocycles from Carbohydrate Precursors , pp. 287
- Fišera, L.¹

15
- 0033618536
- (a) Kubán, J.; Blanáriková, I.; Fišera, L.; Jarošková, L.; Fengler-Veith, M.; Jäger, V.; Kožíšek, J.; Humpa, O.; Prónayová, N.; Langer, V. Tetrahedron 1999, 55, 9501.
- (1999) Tetrahedron , vol.55 , pp. 9501
- Kubán, J.¹ Blanáriková, I.² Fišera, L.³ Jarošková, L.⁴ Fengler-Veith, M.⁵ Jäger, V.⁶ Kožíšek, J.⁷ Humpa, O.⁸ Prónayová, N.⁹ Langer, V.¹⁰

16
- 0035208580
- (b) Kubán, J.; Kolarovič, A.; Fišera, L.; Jäger, V.; Humpa, O.; Prónayová, N.; Ertl, P. Synlett 2001, 1862.
- (2001) Synlett , pp. 1862
- Kubán, J.¹ Kolarovič, A.² Fišera, L.³ Jäger, V.⁴ Humpa, O.⁵ Prónayová, N.⁶ Ertl, P.⁷

17
- 0035208520
- (c) Kubán, J.; Kolarovič, A.; Fišera, L.; Jäger, V.; Humpa, O.; Prónayová, N. Synlett 2001, 1866.
- (2001) Synlett , pp. 1866
- Kubán, J.¹ Kolarovič, A.² Fišera, L.³ Jäger, V.⁴ Humpa, O.⁵ Prónayová, N.⁶

18
- 0344059122
- (d) Blanáriková-Hlobilová, I.; Kopanič áková, Z.; Fišera, L.; Cyrański, M. K.; Salanski, P.; Jurczak, J.; Prónayová, N. Tetrahedron 2003, 59, 3333.
- (2003) Tetrahedron , vol.59 , pp. 3333
- Blanáriková-Hlobilová, I.¹ Kopanič áková, Z.² Fišera, L.³ Cyrański, M.K.⁴ Salanski, P.⁵ Jurczak, J.⁶ Prónayová, N.⁷

19
- 18744393878
- (e) Dugovič, B.; Wiesenganger, T.; Fišera, L.; Hametner, C.; Prónayová, N. Heterocycles 2005, 65, 591.
- (2005) Heterocycles , vol.65 , pp. 591
- Dugovič, B.¹ Wiesenganger, T.² Fišera, L.³ Hametner, C.⁴ Prónayová, N.⁵

20
- 22144480332
- (f) Dugovič, B.; Fišera, L.; Cyranski, M. K.; Hametner, C.; Prónayová, N.; Obranec, M. Helv. Chim. Acta 2005, 88, 1432.
- (2005) Helv. Chim. Acta , vol.88 , pp. 1432
- Dugovič, B.¹ Fišera, L.² Cyranski, M.K.³ Hametner, C.⁴ Prónayová, N.⁵ Obranec, M.⁶

21
- 3242733656
- (g) Fischer, R.; Drucková, A.; Fišera, L.; Hametner, C. ARKIVOC 2002, (viii), 80.
- (2002) ARKIVOC , vol.8 , pp. 80
- Fischer, R.¹ Drucková, A.² Fišera, L.³ Hametner, C.⁴

22
- 43049179582
- Crystal data of compound 5: C23H 37NO6Si, M, 451.63, orthorhombic, P2 12121, a, 9.764 (1) Å, 10.393 (1) Å, 25.479 (2) Å, V, 2585.6 (4) Å 3, Z, 4, Dx =1.160 mg m-3, μ (Mo-Kα, 0.126 mm-1, F(000, 976, colorless block, 0.104 x 0.146 x 0.782 mm-3, 65565 diffractions measured (Rint, 0.067, 6751 unique, wR2, 0.1545, conventional R, 0.0483 on I values of 2882 diffractions with I > 2.0σ(I, Δ/σ)max, 0.001, S, 0.902 for all data and 280 parameters. Unit cell determination and intensity data collection (θmax, 29.58°) were performed on a Gemini R diffractometer10 at 198 (1) K. Structure solution was done busing direct methods11 and refinements we
- 2. Further details of the crystal structure investigation can be obtained from the Cambridge Crystallographic Data Centre, 12 Union Road, Cambridge, CB2 1EZ, UK (CCDC deposition no. 667908).

23
- 0004078505
- Visual Information System for Crystal Structures, Bonn, Germany
- Brandenburg, K. DIAMOND, Visual Information System for Crystal Structures, Bonn, Germany.
- DIAMOND
- Brandenburg, K.¹

24
- 84982068675
- Vorbrüggen, H.; Krolikiewicz, K.; Bennua, B. Chem. Ber. 1981, 114, 1234.
- (1981) Chem. Ber , vol.114 , pp. 1234
- Vorbrüggen, H.¹ Krolikiewicz, K.² Bennua, B.³

25
- 0033824386
- (a) Merino, P.; Franco, S.; Merchan, F. L.; Tejero, T. J. Org. Chem. 2000, 65, 5575.
- (2000) J. Org. Chem , vol.65 , pp. 5575
- Merino, P.¹ Franco, S.² Merchan, F.L.³ Tejero, T.⁴

26
- 0034595630
- (b) Chiacchio, U.; Rescifina, A.; Corsaro, A.; Pistará, V.; Romeo, G.; Romeo, R. Tetrahedron: Asymmetry 2000, 11, 2045.
- (2000) Tetrahedron: Asymmetry , vol.11 , pp. 2045
- Chiacchio, U.¹ Rescifina, A.² Corsaro, A.³ Pistará, V.⁴ Romeo, G.⁵ Romeo, R.⁶

27
- 1842431662
- (c) Chiacchio, U.; Corsaro, A.; Iannazzo, D.; Piperno, A.; Pistará, V.; Rescifina, A.; Romeo, R.; Sindona, G.; Romeo, G. Tetrahedron: Asymmetry 2003, 14, 2717.
- (2003) Tetrahedron: Asymmetry , vol.14 , pp. 2717
- Chiacchio, U.¹ Corsaro, A.² Iannazzo, D.³ Piperno, A.⁴ Pistará, V.⁵ Rescifina, A.⁶ Romeo, R.⁷ Sindona, G.⁸ Romeo, G.⁹

28
- 30344468150
- (d) Chiacchio, U.; Iannazzo, D.; Piperno, A.; Romeo, R.; Romeo, G.; Rescifina, A.; Saglimbeni, M. Bioorg. Med. Chem. 2006, 14, 955.
- (2006) Bioorg. Med. Chem , vol.14 , pp. 955
- Chiacchio, U.¹ Iannazzo, D.² Piperno, A.³ Romeo, R.⁴ Romeo, G.⁵ Rescifina, A.⁶ Saglimbeni, M.⁷

29
- 43049167148
- Oxford Diffraction (2007), CrysAlis CCD and CrysAlis RED, Oxford Diffraction Ltd, Abingdon, Oxfordshire, England.
- Oxford Diffraction (2007), CrysAlis CCD and CrysAlis RED, Oxford Diffraction Ltd, Abingdon, Oxfordshire, England.

30
- 0004150157
- University of Göttingen, Germany
- Sheldrick, G. M. SHELXS97 and SHEXL97, University of Göttingen, Germany, 1997.
- (1997) SHELXS97 and SHEXL97
- Sheldrick, G.M.¹

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