Lewis Acids as Highly Efficient Catalysts for the Decarboxylative Esterification of Carboxylic Acids with Dialkyl Dicarbonates

✍ Scribed by L. Gooßen; A. Döhring

• Publisher: John Wiley and Sons
• Year: 2003
• Tongue: English
• Weight: 92 KB
• Volume: 345
• Category: Article
• ISSN: 1615-4150
• DOI: 10.1002/adsc.200303040

✦ Synopsis

Abstract

Mild Lewis acids such as Mg(ClO~4~)~2~ show a new level of catalytic activity for the decarboxylative esterification of carboxylic acids with commercially available dialkyl dicarbonates. In the presence of as little as one mol % Mg(ClO~4~)~2~ catalyst, carboxylic acids can thus easily and near quantitatively be protected at room temperature, e.g., as methyl, benzyl, or t‐butyl esters. Only volatile by‐products are released so that the purification of the products is particularly easy. Many sensitive functionalities are tolerated, including even phenol esters, or free hydroxy and BOC groups.