Abstract
Pd(II)-catalyzed hydroesterification of various enol esters smoothly proceeded upon the combined use of pressurized carbon monoxide and methanol to give the α-or β-acetoxy esters with the regioselectivity highly depending on the size of the α-substituent.
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References
A. Mullen:New Syntheses with Carbon Monoxide, ed. J. Falb, pp. 243–308. Springer-Verlag, Berlin 1980 and references therein
K. Kudo, K. Mitsuhashi, S. Mori, K. Komatsu, N. Sugita:Chem. Lett., 1615 (1993).
J.A.M. Bont:Tetrahedron: Asymmetry,4, 1331 (1993); S. Iriuchijma, K. Maniwa, G. Tsuchihashi:J. Am. Chem. Soc.,96, 4280 (1974).
R.F. Heck, D.S. Breslow:J. Am. Chem. Soc.,83, 1097 (1961); J. Powell, B.L. Shaw:J. Chem. Soc. A, 1839 (1967); V.P. Barllargen, J.K. Stills:J. Am. Chem. Soc.,108, 45 (1986).
G. Calvin, G.E. Coates:J. Chem. Soc., 2008 (1960); T. Fuchikami, K. Ohishi, I. Ojima:J. Org. Chem.,48, 3803 (1983).
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Kudo, K., Oida, Y., Mori, S. et al. Palladium(II)-catalyzed hydroesterification of enol esters: Remarkable α-substituent effect upon regioselectivity. React Kinet Catal Lett 59, 29–33 (1996). https://doi.org/10.1007/BF02067988
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DOI: https://doi.org/10.1007/BF02067988