Use of allysilanes as a new type of silylating agent for alcohols and carboxylic acids

✍ Scribed by Tsuyoshi Morita; Yoshiki Okamoto; Hiroshi Sakurai

• Publisher: Elsevier Science
• Year: 1980
• Tongue: French
• Weight: 217 KB
• Volume: 21
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(00)71518-8

✦ Synopsis

A new convenient route to silyl ethers and esters from alcohols and carboxylic acids using allylsilanes in the presence of an acid catalyst in acetonitrile was developed. The present method is also applicable to t-butyldimethylsilylation.

Trimethylsilyl group is the most versatile one for protection of various hydroxy functions inorganic synthesis as well as chromatographic analyses of organic compounds. Several silylating agents such as chlorotrimethylsilane, hexamethyldisilazane, and N,O-bis(trimethylsilyl)acetamide etc. have been developed and become available on a commercial scale. 1,2 For trimethylsilyl ethers and esters, the most common preparative method is chlorotrimethylsilane/