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20.5.12 Product Subclass 12: Alk-2-ynoic Acid Esters

DOI: 10.1055/sos-SD-020-01178

Evano, G.Science of Synthesis, (2007201243.

General Introduction

Alk-2-ynoic acid esters [also named α-alkynyl acid esters, propynoic acid esters, propiolic acid esters, or commonly propynoates (propiolates)] are useful building blocks in organic synthesis because of their reactivity, enhanced by the electron-withdrawing groups, which makes these compounds valuable candidates to explore a large panel of reactions. Moreover, they are the most used and useful precursors for the synthesis of alk-2-enyl acid esters via partial hydrogenation or nucleophilic addition to the triple bond. Their syntheses have not been reviewed as a specific topic in an exhaustive manner, and there is no previous specific entry in the HoubenWeyl series. Owing to the presence of the triple bond, the synthetic routes to this class of esters are mainly specific and most of them rely on the presence of the unsaturation.

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