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For reviews, see: (a) House, H. O. Modern Synthetic Reactions, 2nd ed.; W. A. Benjamin: Menlo Park, CA, 1972; Chapter 9. (b) Carruthers, W. Some Modern Methods of Organic Synthesis, 3rd ed.; Cambridge University Press: New York, 1986; pp 12-38. (c) Caine, D. In Comprehensive Organic Synthesis; Trost, B. M., Fleming, I., Pattenden, G., Eds.; Pergamon Press: Oxford, 1991; Vol. 3, pp 1-63. (d) d'Angelo, J. Tetrahedron 1976, 32, 2979.
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For reviews, see: (a) House, H. O. Modern Synthetic Reactions, 2nd ed.; W. A. Benjamin: Menlo Park, CA, 1972; Chapter 9. (b) Carruthers, W. Some Modern Methods of Organic Synthesis, 3rd ed.; Cambridge University Press: New York, 1986; pp 12-38. (c) Caine, D. In Comprehensive Organic Synthesis; Trost, B. M., Fleming, I., Pattenden, G., Eds.; Pergamon Press: Oxford, 1991; Vol. 3, pp 1-63. (d) d'Angelo, J. Tetrahedron 1976, 32, 2979.
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For silyl enol ethers, see: (a) Rasmussen, J. K. Synthesis 1977, 91. (b) House, H. O.; Czuba, L. J.; Gall, M.; Olmstead, H. D. J. Org. Chem. 1969, 34, 2324. (c) Kuwajima, I.; Nakamura, E.; Shimizu, M. J. Am. Chem. Soc. 1982, 104, 1025. (d) Corey, E. J.; Gross, A. W. Tetrahedron Lett. 1984, 25, 495.
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For silyl enol ethers, see: (a) Rasmussen, J. K. Synthesis 1977, 91. (b) House, H. O.; Czuba, L. J.; Gall, M.; Olmstead, H. D. J. Org. Chem. 1969, 34, 2324. (c) Kuwajima, I.; Nakamura, E.; Shimizu, M. J. Am. Chem. Soc. 1982, 104, 1025. (d) Corey, E. J.; Gross, A. W. Tetrahedron Lett. 1984, 25, 495.
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For silyl enol ethers, see: (a) Rasmussen, J. K. Synthesis 1977, 91. (b) House, H. O.; Czuba, L. J.; Gall, M.; Olmstead, H. D. J. Org. Chem. 1969, 34, 2324. (c) Kuwajima, I.; Nakamura, E.; Shimizu, M. J. Am. Chem. Soc. 1982, 104, 1025. (d) Corey, E. J.; Gross, A. W. Tetrahedron Lett. 1984, 25, 495.
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For silyl enol ethers, see: (a) Rasmussen, J. K. Synthesis 1977, 91. (b) House, H. O.; Czuba, L. J.; Gall, M.; Olmstead, H. D. J. Org. Chem. 1969, 34, 2324. (c) Kuwajima, I.; Nakamura, E.; Shimizu, M. J. Am. Chem. Soc. 1982, 104, 1025. (d) Corey, E. J.; Gross, A. W. Tetrahedron Lett. 1984, 25, 495.
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For the α-alkylation of β-keto phosphonates, see: (a) Clack, R. D.; Kozar, L. G.; Heathcock, C. H. Synthesis 1975, 635. (b) Ruder, S. M.; Kulkarni, V. R. Synthesis 1993, 945.
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0027380822
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For the α-alkylation of β-keto phosphonates, see: (a) Clack, R. D.; Kozar, L. G.; Heathcock, C. H. Synthesis 1975, 635. (b) Ruder, S. M.; Kulkarni, V. R. Synthesis 1993, 945.
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Ruder, S.M.1
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0000899463
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For the preparation of the starting β-keto phosphonates, see: (a) Savignac, P.; Mathey, F. Tetrahedron Lett. 1976, 17, 2829. (b) Calogeropoulou, T.; Hammond, G. B.; Wiemer, D. F. J. Org. Chem. 1987, 52, 4185.
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0000631839
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For the preparation of the starting β-keto phosphonates, see: (a) Savignac, P.; Mathey, F. Tetrahedron Lett. 1976, 17, 2829. (b) Calogeropoulou, T.; Hammond, G. B.; Wiemer, D. F. J. Org. Chem. 1987, 52, 4185.
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Calogeropoulou, T.1
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Wiemer, D.F.3
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29
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0343529817
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note
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With phenylselenenyl bromide as an alkylating agent, the α-phenylselenenyl β-keto phosphonate was successfully obtained as a product of the first α-alkylation in 68% yield. However, treatment of this product with base for the second alkylation resulted in decomposition of it, yielding a complicated mixture.
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