Intermolecular conjugate addition of alkyl radicals on solid phase

Journal of Combinatorial Chemistry

Volumn 1, Issue 2, 1999, Pages 157-162

  Zhu, Xiuwen ^a   Ganesan, A ^a  

^a NATIONAL UNIVERSITY OF SINGAPORE   (Singapore)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0000063548     PISSN: 15204766     EISSN: None     Source Type: Journal    
DOI: 10.1021/cc9800273     Document Type: Article

References (27)

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3. For recent reviews, see: (a) Bunin, B. A. The Combinatorial Index; Academic: San Diego, CA, 1998. (b) Brown, R. C. D. Recent Developments in Solid-Phase Organic Synthesis. J. Chem. Soc., Perkin Trans. 1 1998, 3293-3320. (c) Booth, S.; Hermkens, P. H. H.; Ottenheijm, H. C. J.; Rees, D. C. Solid-Phase Organic Reactions III: A Review of the Literature Nov 96-Dec 97. Tetrahedron 1998, 54, 15385-15443.
4. For recent reviews, see: (a) Bunin, B. A. The Combinatorial Index; Academic: San Diego, CA, 1998. (b) Brown, R. C. D. Recent Developments in Solid-Phase Organic Synthesis. J. Chem. Soc., Perkin Trans. 1 1998, 3293-3320. (c) Booth, S.; Hermkens, P. H. H.; Ottenheijm, H. C. J.; Rees, D. C. Solid-Phase Organic Reactions III: A Review of the Literature Nov 96-Dec 97. Tetrahedron 1998, 54, 15385-15443.
5. For example, see: Li, Z.; Ganesan, A. Solid-phase Functionalization of Heterocycles by Direct Lithiation. Synlett 1998, 405-406 and references therein.
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7. For reviews, see: (a) Giese, B. Radicals in Organic Synthesis: Formation of Carbon-Carbon Bonds; Pergamon: Oxford, 1986. (b) Motherwell, W. B.; Crich, D. Free Radical Chain Reactions in Organic Synthesis; Academic: London, 1992. (c) Barton, D. H. R.; Parekh, S. I. Half a Century of Free Radical Chemistry; Cambridge: Cambridge, 1993.
8. For reviews, see: (a) Giese, B. Radicals in Organic Synthesis: Formation of Carbon-Carbon Bonds; Pergamon: Oxford, 1986. (b) Motherwell, W. B.; Crich, D. Free Radical Chain Reactions in Organic Synthesis; Academic: London, 1992. (c) Barton, D. H. R.; Parekh, S. I. Half a Century of Free Radical Chemistry; Cambridge: Cambridge, 1993.
9. For reviews covering early examples, see: (a) Crowley, J. I.; Rapoport, H. Solid-Phase Organic Synthesis: Novelty or Fundamental Concept? Acc. Chem. Res. 1976, 9, 135-144. (b) Leznoff, C. C. The Use of Insoluble Polymer Supports in General Organic Synthesis. Ace. Chem. Res. 1978, 11, 327-333.
10. For reviews covering early examples, see: (a) Crowley, J. I.; Rapoport, H. Solid-Phase Organic Synthesis: Novelty or Fundamental Concept? Acc. Chem. Res. 1976, 9, 135-144. (b) Leznoff, C. C. The Use of Insoluble Polymer Supports in General Organic Synthesis. Ace. Chem. Res. 1978, 11, 327-333.
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22. We thank a referee for suggesting this possibility. For example, see: (a) Jacobs, R. L.; Ecke, G. G. Free Radical Addition of Cyclic Ethers to Maleic Anhydride. J. Org. Chem. 1963, 28, 3036-3038. (b) Fraser-Reid, B.; Anderson, R. C.; Hicks, D. R.; Walker, D. L. Can. J. Chem. 1977, 55, 3986-3995.
23. We thank a referee for suggesting this possibility. For example, see: (a) Jacobs, R. L.; Ecke, G. G. Free Radical Addition of Cyclic Ethers to Maleic Anhydride. J. Org. Chem. 1963, 28, 3036-3038. (b) Fraser-Reid, B.; Anderson, R. C.; Hicks, D. R.; Walker, D. L. Can. J. Chem. 1977, 55, 3986-3995.
24. Barton, D. H. R.; da Silva, E.; Zard, S. Z. Multiple Radical Additions: an Expedient Entry into Complex Frameworks. J. Chem. Soc., Chem. Commun. 1988, 285-287.
25. Reference 1, p 148.
26. Adams, J. H.; Cook, R. M.; Hudson, D.; Jammalamadaka, V.; Lyttle, M. H.; Songster, M. F. A Reinvestigation of the Preparation, Properties, and Applications of Aminomethyl and 4-Methylbenzyl-hydrylamine Polystyrene Resins. J. Org. Chem. 1998, 63, 3706-3716.
27. Li, W.; Yan, B. Effects of Polymer Supports on the Kinetics of Solid-Phase Organic Reactions: A Comparison of Polystyrene- and TentaGel-Based Resins. J. Org. Chem. 1998, 63, 4092-4097.