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20.5.1.1 Synthesis from Carbonic Acid Derivatives

DOI: 10.1055/sos-SD-020-00643

Collier, S. J.Science of Synthesis, (200720665.

General Introduction

This section reviews the synthesis of alkanoic acid esters from carbonic acid derivatives. These derivatives include alkyl carbonate esters, chloroformate, and cyanoformate esters, and also di-tert-butyl dicarbonate. In each case the entire alkoxy- or aryloxycarbonyl unit is transferred onto a carbon backbone using a range of techniques. Previously published information on this approach to carboxylate esters appears in HoubenWeyl, Vol. E5, p 656 and elsewhere.[‌1‌‌6‌] Other more general reviews on the synthesis and properties of carboxylic acid esters have also been published.[‌7‌] Given the widespread use of these methods in carboxylic acid ester synthesis, this review makes no attempt to give a comprehensive treatment of the subject, rather examples are selected to demonstrate the scope and limitations of each technique with a particular focus on more recent work.

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