Erratum: In situ 1,3-dipolar azide cycloaddition reaction: Synthesis of functionalized D-glucose based chiral piperidine and oxazepine analogues (Tetrahedron (2004) 60 (4959) doi 10.1016/j.tet.2004.04.036);In situ 1,3-dipolar azide cycloaddition reaction: Synthesis of functionalized D-glucose based chiral piperidine and oxazepine analogues

Tetrahedron

Volumn 60, Issue 23, 2004, Pages 4959-4965

  Tripathi, Subhankar ^a   Singha, Kaushik ^a   Achari, Basudeb ^a   Mandal, Sukhendu B ^a  

^a INDIAN INSTITUTE OF CHEMICAL BIOLOGY   (India)

Author keywords

Chiral piperidines and oxazepines; D Glucose; DAC reaction; Synthesis

Indexed keywords

AZIDE; GLUCOSE; GLYCOSIDASE INHIBITOR; NUCLEOSIDE; NUCLEOSIDE ANALOG; OXAZEPINE DERIVATIVE; PIPERIDINE;

ARTICLE; CHIRALITY; CYCLOADDITION; PRIORITY JOURNAL; STRUCTURE ANALYSIS; SYNTHESIS;

EID: 2442570972     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tet.2005.04.033     Document Type: Erratum

References (27)

1. Pearson W.H., Lovering F.E. J. Org. Chem. 63:1998;3607
2. Adamo I., Benedetti F., Berti F., Nardin G., Norbedo S. Tetrahedron Lett. 44:2003;9095
3. Pearson W.H., Bergmeier S.C., Degan S., Lin K.C., Poon Y.F., Schkeryantz J.M., William J.P. J. Org. Chem. 55:1990;5719
4. Pearson W.H., Lin K.C. Tetrahedron Lett. 31:1990;7571
5. Blass B.E., Coburn K.R., Faulkner A.L., Seibel W.L., Srivastava A. Tetrahedron Lett. 44:2003;2153
6. Moore M., Norris P. Tetrahedron Lett. 39:1998;7027
7. Kovács J., Pintér I., Peredy M.K., Argay G., Kálmán A., Descotes G., Praly J.-P. Carbohydr. Res. 316:1999;112
8. Freeze S., Norris P. Heterocycle. 51:1999;1807
9. Flessner T., Wong C.-H. Tetrahedron Lett. 41:2000;7805
10. Contélles J.M., Jiménez C.A. Carbohydr. Polym. 45:2001;129
11. Ernet P., Vasella A. Helv. Chim. Acta. 74:1991;2043
12. Ernet P., Vasella A., Weber M., Rupitz K., Withers S.G. Carbohydr. Res. 250:1993;113
13. Brandstetter T.W., Davis B., Hyett D., Smith C., Hackett L., Winchester B.G., Fleet G.W.J. Tetrahedron Lett. 36:1995;7511
14. Davis B.G., Nash R.J., Watson A.A., Colin S., Fleet G.W.J. Tetrahedron. 55:1999;4501
15. Krülle T.M., de la Fuente C., Pickering L., Alpin R.T., Tsitsanou K.E., Zographos S.E., Oikonomakos N.G., Nash R.J., Griffiths R.C., Fleet G.W.J. Tetrahedron: Asymmetry. 8:1997;3807
16. Norris P., Horton D., Giridhar D.E. Tetrahedron Lett. 37:1996;3925
17. Gothelf K.V., Jorgensen K.A. Chem. Rev. 98:1998;863
18. Takebayashi M., Hiranuma S., Kanie Y., Kajimoto T., Kanie O. J. Org. Chem. 64:1999;5280
19. Denmark S.E., Martinborough E.A. J. Am. Chem. Soc. 121:1999;3046
20. Schramm V.L., Tyler P.C. Reitz A.B. Current Topics in Medicinal Chemistry. Vol. 3:2003;525-540 Bentham Science
21. Stütz A.E. Iminosugars as Glycosidase Inhibitors. 1999;Wiley, Weinheim
22. Hayashi T., Murray B., Wang R., Wong C.H. Bioorg. Med. Chem. 5:1997;497
23. 3, 300 MHz): δ 1.41 (t, 2H, J=5.0 Hz), 1.56 (m, 4H), 1.69 (m, 2H), 1.79 (t, 1H, J=5.4 Hz), 1.95 (brs, 1H), 2.14 (dd, 1H, J=8.2, 14.6 Hz), 2.42 (dd, 1H, J=5.9, 14.6 Hz), 2.77 (d, 1H, J=1.1 Hz), 3.81 (m, 2H), 3.93 (dd, 1H, J=3.8, 7.2 Hz), 4.29 (d, 1H, J=3.9 Hz), 5.15 (m, 2H), 5.75 (d, 1H, J=3.9 Hz), 5.91 (m, 1H).
24. Vorbrüggen H., Krolikiewicz K., Bennua B. Chem. Ber. 114:1981;1234
25. Bar N.C., Patra R., Achari B., Mandal S.B. Tetrahedron. 53:1997;4727
26. 2O, 300 MHz): δ 1.36 (s, 3H), 1.58 (s, 3H), 3.73 (dd, 1H, J=3.5, 5.8 Hz), 3.75 (dd, 1H, J=2.8, 5.8 Hz), 3.92 (dd, 1H, J=4.0, 6.0 Hz), 4.01-4.24 (m, 2H), 4.63 (t-like, 1H, J=3.9 Hz), 5.24-5.36 (m, 2H), 5.78 (d, 1H, J=3.6 Hz), 5.85-6.01 (m, 1H).
27. Bar N.C., Roy A., Achari B., Mandal S.B. J. Org. Chem. 62:1997;8948