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Volumn 63, Issue 13, 1998, Pages 4518-4521

Novel Polymer-Supported Trialkylsilanes and Their Use in Solid-Phase Organic Synthesis

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EID: 0000996311     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo9801115     Document Type: Article
Times cited : (119)

References (40)
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    • U.S. Patent 4,572,791, 1986.
    • For hydrosilylation of olefins with disubstituted silanes in solution, see: (a) Lewis, L. N.; Uriarte, R. J. Organometallics 1990, 9, 621. (b) Onopchenko, A.; Sabourin, E. T. U.S. Patent 4,572,791, 1986. (c) Onopchenko, A.; Sabourin, E. T.; Beach, D. L. J. Org. Chem. 1984, 49, 3389.
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    • Compound 3a (PS-DES resin) is commercially available from Argonaut Technologies
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    • For hydrosilylation of olefins with dichlorosilane in solution, see: (a) Out, G. J. J.; Klok, H.; Schwegler, L.; Frey, H.; Moller, M. Macromol. Chem. Phys. 1995, 196, 185. (b) Koga, I.; Terui, Y.; Ohgushi, M.; Kitahara, T. U.S. Patent 4,297,499, 1981.
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    • U.S. Patent 4,297,499, 1981
    • For hydrosilylation of olefins with dichlorosilane in solution, see: (a) Out, G. J. J.; Klok, H.; Schwegler, L.; Frey, H.; Moller, M. Macromol. Chem. Phys. 1995, 196, 185. (b) Koga, I.; Terui, Y.; Ohgushi, M.; Kitahara, T. U.S. Patent 4,297,499, 1981.
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    • note
    • -1 for compound 5 (dialkylsilane) and could be used for evaluation of reaction progress.
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    • note
    • Other chlorinating reagents include trichloroisocyanuric acid, N-chlorosuccinimide, and trityl chloride. These chlorination methods were found to be inferior to 1,3-dichloro-5,5-dimethylhydantoin either because of the formation of insoluble byproducts or requirement for longer reaction times.


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