Gold‐Catalyzed 1,4‐Carbooxygenation of 3‐En‐1‐ynamides with Allylic and Propargylic Alcohols <i>via</i> Non‐Claisen Pathways

Abstract

Abstract Gold‐catalyzed 1,4‐carbooxygenations of 3‐en‐1‐ynamides with allylic alcohols and propargylic alcohols yield α,β‐unsaturated amides through non‐Claisen pathways; the mechanisms involve ionization of the initial gold enol ethers to form C‐bound gold dienolates that capture allylic or propargylic cations to yield the observed products. Our 18 O‐labeling experiments exclude a direct gold‐catalyzed allylation or propargylation on these 3‐en‐1‐ynamides. magnified image