Collect. Czech. Chem. Commun. 2003, 68, 1295-1308
https://doi.org/10.1135/cccc20031295

Synthesis of Tricycles Based on 1,6-Anhydro-β-D-hexopyranoses Fused with Morpholine. 3,10,12-Trioxa-6-azatricyclo[7.2.1.02,7]dodecanes

Tomáš Trteka,*, Miloslav Černýa, Tomáš Trnkaa, Miloš Buděšínskýb and Ivana Císařovác

a Department of Organic Chemistry, Charles University, Hlavova 2030, 128 40 Prague 2, Czech Republic
b Institute of Organic Chemistry and Biochemistry, Flemingovo nám. 2, 166 10 Prague 6, Czech Republic
c Department of Inorganic Chemistry, Charles University, Hlavova 2030, 128 40 Prague 2, Czech Republic

References

1a. Hay R. J.: J. Am. Acad. Dermatol. 1994, 31, S6. <https://doi.org/10.1016/S0190-9622(08)81258-3>
1b. Saturnino C., Capasso A., Lancelot J. C., Rault S., Buonerba M., De Martino G.: Chem. Pharm. Bull. 2002, 50, 1151. <https://doi.org/10.1248/cpb.50.1151>
2a. Dijkstra D., Mulder T. B. A., Rollema H., Tepper P. G., Van der Weide J., Horn A. S.: J. Med. Chem. 1988, 31, 2178. <https://doi.org/10.1021/jm00119a020>
2b. Hale J. J., Mills S. G., MacCoss M., Shah S. K., Qi H., Mathre D. J., Cascieri M. A., Sadowski S., Strader C. D., MacIntyre D. E., Metzger J. M.: J. Med. Chem. 1995, 39, 1760. <https://doi.org/10.1021/jm950654w>
3. Chrysselis M. C., Rekka E. A., Kourounakis P. N.: J. Med. Chem. 1999, 43, 609. <https://doi.org/10.1021/jm991039l>
4a. Bols M.: Carbohydrate Building Blocks. Wiley, New York 1996.
4b. Takatori K., Kajiwara M., Yamada H., Takahashi M.: Synlett 1995, 280. <https://doi.org/10.1055/s-1995-4944>
4c. Ogawa T., Kawano T., Matsui M.: Carbohydr. Res. 1977, 57, C31. <https://doi.org/10.1016/S0008-6215(00)81950-3>
5. Paulsen H., Schüller M.: Justus Liebigs Ann. Chem. 1987, 249. <https://doi.org/10.1002/jlac.198719870316>
6a. Thiering S., Sund C., Thiem J., Giesler A., Kopf J.: Carbohydr. Res. 2001, 336, 271. <https://doi.org/10.1016/S0008-6215(01)00250-6>
6b. Sund C., Thiering S., Thiem J., Kopf J., Stark M.: Monatsh. Chem. 2002, 133, 485. <https://doi.org/10.1007/s007060200023>
7. Schuerch C.: Adv. Carbohydr. Chem. Biochem. 1981, 39, 157. <https://doi.org/10.1016/S0065-2318(08)60206-1>
8. Černý M. in: Levoglucosenone and Levoglucosans, Frontiers in Biomedicine and Biotechnology (Z. J. Witczak, Ed.), Vol. 2, p. 121. ATL Press, Mount Prospect (IL) 1994.
9. Černý M., Gut V., Pacák J.: Collect. Czech. Chem. Commun. 1961, 26, 2542. <https://doi.org/10.1135/cccc19612542>
10. Brill W., Tirefort D.: Tetrahedron Lett. 1998, 39, 787. <https://doi.org/10.1016/S0040-4039(97)10715-8>
11. Jindřich J., Černý M., Trnka T., Buděšínský M.: Collect. Czech. Chem. Commun. 1991, 56, 2950. <https://doi.org/10.1135/cccc19912950>
12. Spek A. L.: PLATON, A Multipurpose Crystallographic Tool. Utrecht University, Utrecht 2001.
13. Altomare A., Cascarano G., Giacovazzo C., Guagliardi A., Burla M. C., Polidori G., Camalli M.: J. Appl. Crystallogr. 1994, 27, 435.
14. Sheldrick G. M.: SHELXL97, Program for Structure Determination. University of Göttingen, Göttingen 1997.