Collect. Czech. Chem. Commun. 2000, 65, 1745-1753
https://doi.org/10.1135/cccc20001745

Mitsunobu Transformations of 1,2-O-Isopropylidene-α-D-pentofuranoses Mediated by Zinc Salts

Jitka Moravcováa,*, Lucie Špilováa, Jindra Čapkováa, Florence Cheryb and Patrick Rollinb

a Department of Chemistry of Natural Compounds, Institute of Chemical Technology, Prague, Technická 5, 166 28 Prague 6, Czech Republic
b ICOA, Université d'Orléans, BP 6759, F-45067 Orléans Cedex 2, France

References

1a. Mitsunobu O.: Synthesis 1981, 1. <https://doi.org/10.1055/s-1981-29317>
1b. Hughes D. L.: Org. React. 1992, 42, 335.
2. Agrofoglio L. A., Girard F., Fleury F., Léonce S.: Nucleosides Nucleotides 1999, 18, 599. <https://doi.org/10.1080/15257779908041508>
3. Pignot M., Pljevaljcic G., Weinhold E.: Eur. J. Org. Chem. 2000, 549. <https://doi.org/10.1002/(SICI)1099-0690(200002)2000:3<549::AID-EJOC549>3.0.CO;2-7>
4. Li H., Miller M. J.: J. Org. Chem. 1999, 64, 9289. <https://doi.org/10.1021/jo991153b>
5. Walczak K., Suwinski J.: Pol. J. Chem. 1996, 70, 867.
6. Kroutil J., Trnka T., Buděšínský M., Černý M.: Collect. Czech. Chem. Commun. 1998, 63, 813. <https://doi.org/10.1135/cccc19980813>
7. Galynker I., Still W. C.: Tetrahedron Lett. 1982, 23, 4461. <https://doi.org/10.1016/S0040-4039(00)85628-2>
8. Ho P. T., Davies N.: J. Org. Chem. 1984, 49, 3027. <https://doi.org/10.1021/jo00190a034>
9. Rollin P.: Tetrahedron Lett. 1986, 27, 4169. <https://doi.org/10.1016/S0040-4039(00)84938-2>
10. Viaud M. C., Rollin P.: Synthesis 1990, 130. <https://doi.org/10.1055/s-1990-26809>
11. Loibner H., Zbiral E.: Helv. Chim. Acta 1976, 59, 2100. <https://doi.org/10.1002/hlca.19760590622>
12. Afonso C. M., Barros M. T., Godinko L. C., Maycock C. D.: Tetrahedron 1994, 50, 9671. <https://doi.org/10.1016/S0040-4020(01)85535-6>
13. He L., Wanunu M., Byun H.-S., Bittman R.: J. Org. Chem. 1999, 64, 6049. <https://doi.org/10.1021/jo9906375>
14. Bravo P., Cavicchio G., Crucianelli M., Poggiali A., Volonterio A., Zanda M.: J. Chem. Res., Synop. 1998, 10, 666. <https://doi.org/10.1039/a801562g>
15. Moravcová J., Rollin P., Lorin C., Gardon V., Čapková J., Mazáč J.: J. Carbohydr. Chem. 1997, 16, 113. <https://doi.org/10.1080/07328309708006514>
16. Gueyrard D., Lorin C., Moravcová J., Rollin P.: J. Carbohydr. Chem. 1999, 18, 317. <https://doi.org/10.1080/07328309908543998>
17. Agrell I.: Acta Chem. Scand. 1970, 24, 1247. <https://doi.org/10.3891/acta.chem.scand.24-1247>
18. Cooke N. G., Jones D. A., Whiting A.: Tetrahedron 1992, 48, 9553. <https://doi.org/10.1016/S0040-4020(01)88323-X>
19. Tulshian D. B., Gundles A. F., Czarniecki M.: Bioorg. Med. Chem. Lett. 1992, 2, 515. <https://doi.org/10.1016/S0960-894X(01)81188-4>
20. Yamashita M., Takahashi C., Seo K.: Heterocycles 1993, 36, 651. <https://doi.org/10.3987/COM-92-6211>
21. Kefurt K., Kefurtová Z., Marková V., Slívová K.: Collect. Czech. Chem. Commun. 1996, 61, 1027. <https://doi.org/10.1135/cccc19961027>
22. Witczak B. J.: Adv. Carbohydr. Chem. Biochem. 1986, 44, 91. <https://doi.org/10.1016/S0065-2318(08)60078-5>
23. Iranpoor N., Firouzabadi H., Shaterian H.: Synlett 2000, 65.
24. Defaye J., Hildeshein J.: Carbohydr. Res. 1967, 4, 145. <https://doi.org/10.1016/S0008-6215(00)82573-2>
25. Moravcová J., Čapková J., Staněk J.: Carbohydr. Res. 1994, 263, 61. <https://doi.org/10.1016/0008-6215(94)00165-0>
26. Bennek J. A., Gray G. R.: J. Org. Chem. 1987, 52, 892. <https://doi.org/10.1021/jo00381a030>
27. Wolff H.: Org. React. 1946, 3, 327.