Abstract
β-keto esters have been successfully transesterified with primary, secondary, tertiary, allylic and alkynic alcohols in good yields using TBD anchored on MCM support for the first time. The hybrid solid base catalyst can be recycled several times with consistent activity.
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References
C.E. Rehberg and C.H. Fisher, J. Am. Chem. Soc. 66 (1944) 1203.
R.W. Taft, Jr., M.S. Newman and F.H. Verhoek, J. Am. Chem. Soc. 721 (1950) 4511
J.H. Billman, W.T. Smith, Jr. and J.L. Rendall, J. Am. Chem. Soc. 69 (1947) 2058.
L. Osipow, F.D. Snell and A. Finchler, J. Am. Oil Soc. 34 (1957) 185.
E. Santaniello, P. Ferraboschi and P. Grisenti, Enzyme. Microb. Technol. 15 (1993) 367.
D. Seebach, E. Hungerbuhler, R. Naef, P. Schnurrenberger, B. Weidmann and M. Zugel, Synthesis (1982) 138
C. Blandy, J.L. Pellegatta and P. Cassoux, Catal. Lett. 43 (1997) 139.
J. Otera, N. Dan-od and H. Nozaki, J. Org. Chem. 56 (1991) 5307.
D.E. Ponde, V.H. Deshpande, V.J. Bulbale, A. Sudalai and A.S. Gajare, J. Org. Chem. 63 (1998) 1058.
B.S. Balaji, M. Sasidharam, R. Kumar and B. Chanda, Chem. Commun. (1996) 707.
G.H. Posner and M. Oda, Tetrahedron Lett. 22 (1981) 5003.
D.J. Engel, T.P. Malloy and P.K. Nickl, US Patent 5 350 879 (1994), to UOP
B.M. Choudary, M. Lakshmi Kantam, Ch. Venkat Reddy, S. Aranganathan, P. Lakshmi Santhi and F. Figueras, J. Mol. Catal. A 159 (2000) 411.
U. Schuchardt, R.M. Vargas and G. Gelbard, J. Mol. Catal. A 109 (1996) 37.
J.S. Beck, J.C. Vertuli, W.J. Roth, M.E. Leonowicz, C.T. Kresge, K.D. Schmitt, C.T.-W. Chu, D.M. Olsokn, E.W. Sheppard, Mc. Cullen, J.B. Higgins and J.L. Schlenker, J. Am. Chem. Soc. 114 (1992) 10834.
A. Corma, Chem. Rev. 97 (1997) 2373.
D.J. Macquarrie and D.B. Jackson, J. Chem. Soc. Chem. Commun. (1997) 1781.
D. Brunel, A. Cauvel, F. Fajula and F. Die Renzo, J. Org. Chem. 62 (1997) 749
M. Lasperas, T. Llorett, L. Chaves, I. Rodriguez, A. Cauvel and D. Brunel, Stud. Surf. Sci. Catal. 108 (1997) 75.
Y.V. Subbrao, D.E. De Vos and P.A. Jacobs, Angew. Chem. Int. Ed. Engl. 36 (1997) 2661.
B.M. Choudary, M. Lakshmi Kantam, P. Sreekanth, T. Bandopadhyay, F. Figueras and A. Tuel, J. Mol. Catal. A 142 (1999) 361.
E. Angeletti, C. Canepa, G. Martinetti and P. Venturello, J. Chem. Soc. Perkin. Trans I (1989) 105; Tetrahedron Lett. 29 (1988) 226.
R. Schwesinger, J.Willaredt, H. Schiempet, M. Keller, D. Schmitt and H. Fritz, Chem. Ber. 127 (1994) 2435.
A. Tuel and S. Gontier, Chem. Mater. 8 (1996) 114.
A. Bleloch, F.G.B. Johnson, S.V. Ley, A.J. Price, D.S. Shephard and A.W. Thomas, Chem. Commun. (1999) 1907.
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Lakshmi Kantam, M., Sreekanth, P. Transesterification of β-Keto Esters Catalysed by Basic Porous Material. Catalysis Letters 77, 241–243 (2001). https://doi.org/10.1023/A:1013237701952
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DOI: https://doi.org/10.1023/A:1013237701952