Year: 2021
Type: article
Abstract: 2-(Trimethylsilyl)ethyl 2,2,2-trichloroacetimidate is readily synthesized from 2-trimethylsilylethanol in high yield. This imidate is an effective reagent for the formation of 2-trimethylsilylethyl esters without the need for an exogenous promoter or catalyst, as the carboxylic acid substrate is acidic enough to promote ester formation without an additive. Deuterium labeling studies indicate that a β-silyl carbocation intermediate is involved in the transformation.
Source: Organics
DOI: 10.3390/org2010002
Institution: Syracuse University
Language: English
Subfield: Organic Chemistry
Field: Chemistry
Domain: Physical Sciences
Open Access status: gold
Estimated APC paid: $1,080
OpenAlex ID: W3127076235