Functionalized DMAP catalysts for regioselective acetylation of carbohydrates

Tetrahedron

Volumn 58, Issue 43, 2002, Pages 8669-8677

  Kurahashi, Takuya ^a   Mizutani, Tadashi ^a   Yoshida, Jun Ichi ^a  

^a KYOTO UNIVERSITY   (Japan)

Author keywords

DMAP catalysts; Regioselective acetylation of carbohydrates

Indexed keywords

1 O OCTYL BETA DEXTRO GLUCOPYRANOSIDE; 3 [N DECYL N (4 PYRIDYL)AMINO]PROPIONIC ACID; 4 (N,N DIMETHYLAMINO)PYRIDINE; CARBENE; CARBOHYDRATE DERIVATIVE; CHLOROFORM; HYDROXYL GROUP; PROPIONIC ACID DERIVATIVE; PYRANOSIDE; UNCLASSIFIED DRUG;

ACETYLATION; ARTICLE; CATALYSIS; CATALYST; CHEMICAL STRUCTURE; PRIORITY JOURNAL; SYNTHESIS;

EID: 0037152602     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4020(02)01098-0     Document Type: Article

References (16)

1. Breslow R. Acc. Chem. Res. 28:1995;146.
2. Höfle G., Steglich W., Vorbrüggen H. Angew. Chem., Int. Ed. Engl. 17:1978;569.
3. (a) Vedejs, E.; Daugulis, O.; Diver, S.T. J. Org. Chem. 1996, 61, 430. See also: Vedejs, E.; Chen, X. J. Am. Chem. Soc. 1996, 118, 1809.
4. (a) Vedejs, E.; Daugulis, O.; Diver, S.T. J. Org. Chem. 1996, 61, 430. See also: Vedejs, E.; Chen, X. J. Am. Chem. Soc. 1996, 118, 1809.
5. (b) Oriyama, T.; Hori, Y.; Imai, K.; Sasaki, R. Tetrahedron Lett. 1996, 37, 8543.
6. (c) Ruble, J.C.; Latham, H.A.; Fu, G.C. J. Am. Chem. Soc. 1997, 119, 1492.
7. (d) Kawabata, T.; Nagato, M.; Takasu, K.; Fuji, K. J. Am. Chem. Soc. 1997, 119, 3169.
8. (e) Miller, S.J.; Copeland, G.T.; Papaioannou, N.; Horstmann, T.E.; Ruel, E.M. J. Am. Chem. Soc. 1998, 120, 1629.
9. Lüning U., Petersen S., Schyja W., Hacker W., Marquardt T., Wagner K., Bolte M. Eur. J. Org. Chem. 1998;1077.
10. Kurahashi T., Mizutani T., Yoshida J. J. Chem. Soc., Perkin Trans. 1. 1999;465.
11. (a) Sinnott M.L. Chem. Rev. 90:1990;1171.
12. (b) Withers S.G. Pure Appl. Chem. 67:1995;1673.
13. Delaney E.J., Wood L.E., Klotz I.M. J. Am. Chem. Soc. 104:1982;799.
14. Katritzky A.R., Duell B.L., Seiders R.P., Durst H.D. Langmuir. 3:1987;976.
15. Bonar-Law R.P., Sanders J.K.M. J. Am. Chem. Soc. 117:1995;259.
16. Mizutani T., Kurahashi T., Murakami T., Matsumi N., Ogoshi H. J. Am. Chem. Soc. 119:1997;8991.