✦ LIBER ✦

Trichloro(methyl)silane/Sodium Iodide, A New Regioselective Reagent for the Cleavage of Ethers

✍ Scribed by Prof. Dr. George A. Olah; Altaf Husain; Dr. B. G. Balaram Gupta; Dr. Subhash C. Narang

Publisher: John Wiley and Sons
Year: 1981
Tongue: English
Weight: 244 KB
Volume: 20
Category: Article
ISSN: 0044-8249
DOI: 10.1002/anie.198106901

No coin nor oath required. For personal study only.

✦ Synopsis

More than a dozen examples verify that ethers are cleaved regioselectively in very good yields by MeSiCl~3~/NaI in acetonitrile; primary and secondary methyl‐, benzyl‐, trityl‐ and tetrahydropyranyl ethers directly afford the primary and secondary alcohols. In the case of tert‐alkylmethyl ethers only the tert‐alkyl iodides are formed.
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