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Synlett 1992; 1992(7): 569-572
DOI: 10.1055/s-1992-21418
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Trimethylsilyl Iodide Catalyzed Reductive Coupling of Aldehydes with Tertiary Alkoxytrimethylsilanes to Crowded Unsymmetrical Ethers1

Nikolai Hartz* , G. K. Surya Prakash, George A. Olah
  • *The Donald P. and Katherine B. Loker Hydrocarbon Research Institute and Department of Chemistry, University of Southern California, Los Angeles, California 90089-1661, USA
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Publication Date:
08 March 2002 (online)

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The reductive etherification of aldehydes with alkoxytrimethylsilanes using trimethylsilane as a reducing agent and trimethylsilyl iodide as a catalyst is extended to the preparation of crowded tertiary-primary ethers (12 examples). The high yield reactions proceed under very mild conditions and the workup involves simple evaporation of the solvents.