Dipolar cycloaddition reactions on a soluble polymer-supported dipolarophile: Synthesis of sugar-derived triazoles

Tetrahedron Letters

Volumn 39, Issue 39, 1998, Pages 7027-7030

  Moore, Martin ^a   Norris, Peter ^a  

^a YOUNGSTOWN STATE UNIVERSITY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

POLYMER; TRIAZOLE DERIVATIVE;

ARTICLE; CHEMICAL ANALYSIS; CHEMICAL REACTION; POLYMERIZATION; SYNTHESIS;

EID: 0032563904     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(98)01472-5     Document Type: Article

References (11)

1. 1. Padwa, A. 1,3-Dipolar Cycloaddition Chemistry, John Wiley and Sons, NY, 1984.
2. 2. Cheng, J.-F.; Mjalli, A.M.M. Tetrahedron Lett. 1998, 39, 939-942. Shankar, B.B.; Yang, D.Y.; Girton, S.; Ganguly, A.K. Tetrahedron Lett. 1998, 39, 2447-2448.
3. 2. Cheng, J.-F.; Mjalli, A.M.M. Tetrahedron Lett. 1998, 39, 939-942. Shankar, B.B.; Yang, D.Y.; Girton, S.; Ganguly, A.K. Tetrahedron Lett. 1998, 39, 2447-2448.
4. 3. Gravert, D.J.; Janda, K.D. Chem. Rev. 1997, 97, 489-509.
5. 4. Douglas, S.P.; Whitfield, D.M.; Krepinsky, J.J. J. Am. Chem. Soc. 1995, 117, 2116-2117. Krepinsky, J.J. in Modern Methods in Carbohydrate Synthesis, Khan S.H. (Ed.), Harwood Academic, NY, 1996, 194-224.
6. 4. Douglas, S.P.; Whitfield, D.M.; Krepinsky, J.J. J. Am. Chem. Soc. 1995, 117, 2116-2117. Krepinsky, J.J. in Modern Methods in Carbohydrate Synthesis, Khan S.H. (Ed.), Harwood Academic, NY, 1996, 194-224.
7. 3 signal at ∼3.3 ppm. Cycloaddition efficiency was determined from the total integral for the aromatic protons observed (in 2 + 3) and comparing this with the methyl signal at ∼3.3 ppm.
8. 1H NMR δ 1.3 [s, 3H], 1.4 [s, 3H], 4.2-4.8 [m, 7H], 5.95 [d, 1H, J=3Hz], 7.65 and 7.92 [two singlets, total integral 1H]).
9. 1H NMR spectra of the polymer-supported mixture.
10. 8. Norris, P.; Horton, D.; Levine, B.R. Heterocycles 1996, 43, 2643-2655.
11. 9. Horton, D.; Levine, B.R.; Norris, P.; Luck, R.L.; Silverton, J.V. Acta Cryst. C53, 1997, 120-122.