A Convenient Synthesis of Propargylic Esters and γ-Keto Esters. The Reaction of Trialkynylboranes with Ethyl Diazoacetate, and the Unidirectional Hydration of Propargylic Esters

Abstract

Trialkynylboranes react with ethyl diazoacetate to provide propargylic esters. The process occurs under mild conditions (−20°) and in good yields. Propargylic esters undergo unidirectional mercuric ion-promoted hydration to afford good yields of γ-ketoesters.