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Synthesis 1980; 1980(11): 861-868
DOI: 10.1055/s-1980-29241
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Synthetic Applications of Cyanotrimethylsilane, lodotrimethylsilane, Azidotrimethylsilane, and Methylthiotrimethylsilane

William C. Groutas* , David Felker
  • *Department of Chemistry, University of Wisconsin-Eau Claire, Eau Claire, Wisconsin 54 701, U.S.A.
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Publication Date:
15 May 2002 (online)

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Recent developments in the preparation and reactions of cyano-, iodo-, azido-, and methylthiotrimethylsilane are discussed. The synthetic utility of these reagents is illustrated by examples. 1. Cyanotrimethylsilane 1.1. Preparation 1.2. Cyanosilylation of Aldehydes, Ketones, and Schiff Bases 1.3. Miscellaneous Reactions 2. Iodotrimethylsilane 2.1. Preparation 2.2. Cleavage of Esters 2.3. Cleavage of Carbamates 2.4. Cleavage of Ethers 2.5. Reactions with Alcohols 2.6. Miscellaneous Reactions 3. Azidotrimethylsilane 4. Methylthiotrimethylsilane 5. Conclusions