Solvent-free catalytic preparation of 1,1-diacetates from aldehydes using a Wells-Dawson acid (H6P2W18O62·24H 2O)

Tetrahedron Letters

Volumn 44, Issue 6, 2003, Pages 1301-1303

  Romanelli, Gustavo P ^a,b   Thomas, Horacio J ^b   Baronetti, Graciela T ^c   Autino, Juan C ^a  

^a FACULTAD DE CIENCIAS EXACTAS   (Argentina)

^b UNIVERSIDAD NACIONAL DE LA PLATA   (Argentina)

^c UNIVERSIDAD DE BUENOS AIRES   (Argentina)

Author keywords

1,1 diacetate; Acylal; Aldehyde; Heteropolyacid; Protecting group; Wells Dawson catalyst

Indexed keywords

2,3 BUTANEDIONE; 4 DIMETHYLAMINOBENZALDEHYDE; ACETIC ANHYDRIDE; ACETOACETIC ACID DERIVATIVE; ACID; ALDEHYDE; ALIPHATIC COMPOUND; AROMATIC COMPOUND; KETONE DERIVATIVE; SOLVENT; UNCLASSIFIED DRUG; WELLS DAWSON ACID;

ACETYLATION; ARTICLE; CATALYSIS; GAS LIQUID CHROMATOGRAPHY; ROOM TEMPERATURE; THIN LAYER CHROMATOGRAPHY;

EID: 0037415481     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(02)02817-4     Document Type: Article

References (18)

1. Greene T.W., Wuts P.G.M. Protection for the Carbonyl Group, Protective Groups in Organic Synthesis. 2nd ed. 1991;184 John Wiley, New York.
2. Pereira C., Gigante B., Marcelo-Curto M.J., Carreyre H., Pérot G., Guisnet M. Synthesis. 1995;1077-1078.
3. Kochhar K.S., Bal B.S., Deshpande R.P., Rajadhyaksha S.N., Pinnick H.W. J. Org. Chem. 48:1983;1765-1767.
4. Kumar P., Hedge V.R., Kumar T.P. Tetrahedron Lett. 36:1995;601-602. and references cited therein.
5. Lieberman, S. M.; Connor, R. Org. Synth. 1951, Coll. Vol. 2, 441-443.
6. Gregory M.J. J. Chem. Soc. B. 1970;1201-1207.
7. Olah G.H., Mehrotra A.K. Synthesis. 1982;962-963.
8. Jin T.-S., Ma Y.-R., Zhang Z.-H., Li T.-S. Synth. Commun. 27:1997;3379-3383.
9. Li Y.-Q. Synth. Commun. 30:2000;3913-3917.
10. Deka N., Kalita D.J., Borah R., Sarma J.C. J. Org. Chem. 62:1997;1563-1564.
11. Joshi M.V., Narasimhan C.S. J. Catal. 141:1993;308-310.
12. Li T.-S., Zhang Z.-H., Gao Y.-J. Synth. Commun. 28:1998;4665-4672.
13. Curini M., Epifano F., Marcotullio M.C., Rosati O., Nocchetti M. Tetrahedron Lett. 43:2002;2709-2711.
14. Kozhevnikov I.V. Chem. Rev. 98:1998;171-198.
15. Baronetti G.T., Briand L., Sedran U., Thomas H. Appl. Catal. A. 172:1998;265-272.
16. Romanelli G.P., Baronetti G., Thomas H.J., Autino J.C. Tetrahedron Lett. 43:2002;7589-7591.
17. Romanelli G.P., Autino J.C., Baronetti G., Thomas H. Molecules. 6:2001;1006-1011.
18. Romanelli, G. P.; Vázquez, P. G.; Pizzio, L. R.; Cáceres, C. V.; Blanco, M. N.; Autino, J. C. Synth. Commun., in press.