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Super Silyl Protecting Groups

By: Mark Redlich, Chemfiles Volume 9 Article 3

Tris(trimethylsilyl)silane (360716) won the Fluka Reagent of the Year award in 1990 for its use as an alternative to tributylstannane (Bu3SnH) in radical reactions. Currently, the tris(trimethylsilyl)silyl (TTMSS, or supersilyl) group is being utilized in carbon–carbon-bond forming reactions, where the researcher can take advantage of its unique reactivity that arises from its electronic properties and large steric bulk. Professor Hisashi Yamamoto has employed supersilyl enol ethers in a variety of effi cient one-pot sequential reactions. Sigma-Aldrich is pleased to offer acetaldehyde supersilyl enol ether (698180) and other tris(trimethylsilyl)silyl reagents that allow you to use the supersilyl protecting group in your research.

Tris(trimethylsilyl)silane

For product-related inquiries, please contact our Technical Services department at 800-231-8327 (USA) or aldrich@sial.com.

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Materials

     

References

  1. Boxer, M. B.; Yamamoto, H. J. Am. Chem. Soc. 2006, 128, 48.

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