4.8 Review

Recent advances in the use of temporary silicon tethers in metal-mediated reactions

Journal

CHEMICAL SOCIETY REVIEWS
Volume 39, Issue 11, Pages 4114-4129

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c0cs00007h

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Funding

  1. EPSRC [EP/E055273/1]
  2. Clarendon Trust
  3. Merton College
  4. Engineering and Physical Sciences Research Council [EP/E055273/1] Funding Source: researchfish

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This tutorial review describes the use of temporary silicon tethers in metal-mediated organic reactions, a strategy which although well-established in traditional organic synthesis is still a blossoming field in the organometallic arena. The benefits of silicon-tethering are manifold: the reactivity, selectivity, and efficiency of organometallic processes can all be dramatically enhanced, often with unique regio- and stereochemical outcomes compared to the analogous intermolecular transformations. In addition, the residual silicon functionality can undergo a wide range of chemistry subsequent to the tethered reaction, creating further synthetic opportunities.

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