Solid phase acylation of phosphonoacetates: Synthesis of β-keto phosphonates from polymer bound phosphonoacetate

Synthetic Communications

Volumn 29, Issue 8, 1999, Pages 1271-1275

  Kim, Dae Young ^a   Suh, Ki Hyung ^a  

^a Soonchunhyang University   (South Korea)

Author keywords

[No Author keywords available]

Indexed keywords

PHOSPHONIC ACID DERIVATIVE; PHOSPHONOACETIC ACID;

ACYLATION; ARTICLE; CHEMICAL REACTION; CHEMICAL STRUCTURE; DECARBOXYLATION; REACTION ANALYSIS; SYNTHESIS;

EID: 0000632382     PISSN: 00397911     EISSN: None     Source Type: Journal    
DOI: 10.1080/00397919908086102     Document Type: Article

References (17)

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2. Fruchtel J. S.; Jung G. Angew. Chem. Int. Ed. Engl. 1996, 35, 17-42; Brown, R. Cont. Org. Syn. 1997, 216-237; Lam, K. S.; Lebl, M.; Krchnak, V. Chem. Rev. 1997, 97, 411-448; Parlow, J. J.; Mischke, D. A.; Woodard, S. S. J. Org. Chem. 1997, 62, 5908-5919; Parlow, J. J.; Normansell, J. E. Molecular Diversity 1995, 1, 266-269.
3. Fruchtel J. S.; Jung G. Angew. Chem. Int. Ed. Engl. 1996, 35, 17-42; Brown, R. Cont. Org. Syn. 1997, 216-237; Lam, K. S.; Lebl, M.; Krchnak, V. Chem. Rev. 1997, 97, 411-448; Parlow, J. J.; Mischke, D. A.; Woodard, S. S. J. Org. Chem. 1997, 62, 5908-5919; Parlow, J. J.; Normansell, J. E. Molecular Diversity 1995, 1, 266-269.
4. Fruchtel J. S.; Jung G. Angew. Chem. Int. Ed. Engl. 1996, 35, 17-42; Brown, R. Cont. Org. Syn. 1997, 216-237; Lam, K. S.; Lebl, M.; Krchnak, V. Chem. Rev. 1997, 97, 411-448; Parlow, J. J.; Mischke, D. A.; Woodard, S. S. J. Org. Chem. 1997, 62, 5908-5919; Parlow, J. J.; Normansell, J. E. Molecular Diversity 1995, 1, 266-269.
5. Fruchtel J. S.; Jung G. Angew. Chem. Int. Ed. Engl. 1996, 35, 17-42; Brown, R. Cont. Org. Syn. 1997, 216-237; Lam, K. S.; Lebl, M.; Krchnak, V. Chem. Rev. 1997, 97, 411-448; Parlow, J. J.; Mischke, D. A.; Woodard, S. S. J. Org. Chem. 1997, 62, 5908-5919; Parlow, J. J.; Normansell, J. E. Molecular Diversity 1995, 1, 266-269.
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11. β-Keto phosphonates are valuable intermediates for organic synthesis, especially for the preparation of α, β-unsaturated carbonyl compounds by the Horner-Wadsworth-Emmons condition. For general reviews, see; Maryanoff, B. E.; Beitz, A. B. Chem. Rev. 1989, 89, 863-927; Wadsworth, W. S. Jr. Org. React (N, Y) 1977, 25, 73; Walker, B. J. Organophosphorus Reagents in Organic Synthesis, Cadogan, J. I. G. Ed. Academic Press : New York, 1974, 155-206; Kelly, S. E. In Comprehensive Organic Synthesis ; Trost, B. M., Fleming, I., Schreiber, S. L., Eds.; Pergamon Press : Oxford, 1991; Vol. 1, Chapter 3.1, pp 755-782.
12. β-Keto phosphonates are valuable intermediates for organic synthesis, especially for the preparation of α, β-unsaturated carbonyl compounds by the Horner-Wadsworth-Emmons condition. For general reviews, see; Maryanoff, B. E.; Beitz, A. B. Chem. Rev. 1989, 89, 863-927; Wadsworth, W. S. Jr. Org. React (N, Y) 1977, 25, 73; Walker, B. J. Organophosphorus Reagents in Organic Synthesis, Cadogan, J. I. G. Ed. Academic Press : New York, 1974, 155-206; Kelly, S. E. In Comprehensive Organic Synthesis ; Trost, B. M., Fleming, I., Schreiber, S. L., Eds.; Pergamon Press : Oxford, 1991; Vol. 1, Chapter 3.1, pp 755-782.
13. β-Keto phosphonates are valuable intermediates for organic synthesis, especially for the preparation of α, β-unsaturated carbonyl compounds by the Horner-Wadsworth-Emmons condition. For general reviews, see; Maryanoff, B. E.; Beitz, A. B. Chem. Rev. 1989, 89, 863-927; Wadsworth, W. S. Jr. Org. React (N, Y) 1977, 25, 73; Walker, B. J. Organophosphorus Reagents in Organic Synthesis, Cadogan, J. I. G. Ed. Academic Press : New York, 1974, 155-206; Kelly, S. E. In Comprehensive Organic Synthesis ; Trost, B. M., Fleming, I., Schreiber, S. L., Eds.; Pergamon Press : Oxford, 1991; Vol. 1, Chapter 3.1, pp 755-782.
14. β-Keto phosphonates are valuable intermediates for organic synthesis, especially for the preparation of α, β-unsaturated carbonyl compounds by the Horner-Wadsworth-Emmons condition. For general reviews, see; Maryanoff, B. E.; Beitz, A. B. Chem. Rev. 1989, 89, 863-927; Wadsworth, W. S. Jr. Org. React (N, Y) 1977, 25, 73; Walker, B. J. Organophosphorus Reagents in Organic Synthesis, Cadogan, J. I. G. Ed. Academic Press : New York, 1974, 155-206; Kelly, S. E. In Comprehensive Organic Synthesis ; Trost, B. M., Fleming, I., Schreiber, S. L., Eds.; Pergamon Press : Oxford, 1991; Vol. 1, Chapter 3.1, pp 755-782.
15. Kim , D. Y.; Kong, M. S.; Kim, T. H. Synth. Commun. 1996, 26, 2487-2496; Kim, D. Y.; Kong, M. S.; Lee, K. J. Chem. Soc. Perkin Trans, 1. 1997, 1361-1363.
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17. 2 and EtOAc), concentrated, and chromatographed to give β-keto phosphonate 4.