Convenient preparation of tert-butyl esters

Tetrahedron Letters

Volumn 47, Issue 18, 2006, Pages 3065-3066

  Taber, Douglass F ^a   Gerstenhaber, David A ^a   Zhao, Xia ^a  

^a UNIVERSITY OF DELAWARE   (United States)

Author keywords

Isobutylene; tert Butyl acetoacetate; tert Butyl esters

Indexed keywords

ACETOACETIC ACID; ACID; CARBOXYLIC ACID; ESTER DERIVATIVE; GLASS;

ARTICLE; CATALYSIS; HYPOBARISM; LABORATORY APPARATUS, EQUIPMENT AND SUPPLIES; METHODOLOGY; SYNTHESIS; WARMING;

EID: 33645877967     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2006.03.005     Document Type: Article

References (13)

1. Wang S.-S., Gisin B.F., Winter D.P., Makofske R., Kulesha I.D., Tzougraki C., and Meienhofer J. J. Org. Chem. 42 (1977) 1286
2. Kim S., and Lee S.I. J. Org. Chem. 49 (1984) 1712
3. Dhaon M.K., Olsen R.K., and Ramasamy K. J. Org. Chem. 47 (1982) 1962
4. Armstrong A., Brackenridge I., Jackson R.F.W., and Kirk J.M. Tetrahedron Lett. 29 (1988) 2483
5. Ravi B., and Mereyala H.B. Tetrahedron Lett. 30 (1989) 6089
6. Widmer U. Synthesis 2 (1983) 135
7. For procedures for the acid catalyzed esterification with isobutylene, see:. Altschul R. J. Am. Chem. Soc. 70 (1948) 2604
8. Altschul R. J. Am. Chem. Soc. 68 (1946) 2569
9. tert-Butyl esters can also be formed by the exchange of methyl esters with tert-butyl acetate. For descriptions of these reactions, see:. Stanton M.G., and Gagne M.R. J. Org. Chem. 62 (1997) 8240
10. Stanton M.G., Allen C.B., Kissling R.M., Lincoln A.L., and Gagne M.R. J. Am. Chem. Soc. 120 (1998) 5981
11. For esterifications using the in situ generation of isobutylene, see:. Karmakar D., and Das P.J. Synth. Commun. 31 (2001) 535
12. Wright S.W., Hagemon D.L., Wright A.S., and McClure L.D. Tetrahedron Lett. 38 (1997) 7345
13. 2 (M+Na) 277.1204, found 277.1417.