Synlett 1992; 1992(7): 569-572
DOI: 10.1055/s-1992-21418
letter
© Georg Thieme Verlag, Rüdigerstr. 14, 70469 Stuttgart, Germany. All rights reserved. This journal, including all individual contributions and illustrations published therein, is legally protected by copyright for the duration of the copyright period. Any use, exploitation or commercialization outside the narrow limits set by copyright legislation, without the publisher's consent, is illegal and liable to criminal prosecution. This applies in particular to photostat reproduction, copying, cyclostyling, mimeographing or duplication of any kind, translating, preparation of microfilms, and electronic data processing and storage.

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
Further Information

Publication History

Publication Date:
08 March 2002 (online)

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.