While looking for some appropriate research projects, I had been impressed by and interested in the work of Danishefsky1 and others2 regarding the use of "Eschenmoser's salt" (1). During the course of a literature search on an industrial project, we came across an article by Gold,3 which described the preparation of a rather interesting vinylogous iminium salt (2). The name assigned to this compound was [3-(dimethylamino)-2-azaprop-2-en-1-ylidene]dimethylammonium chloride. This terminology seemed a little cumbersome for routine discussions so we adopted the name "Gold's Reagent" for compound 2. Although the reagent had been prepared3 in 1960, very little research4 had been performed on this substance in the intervening years. We therefore decided to begin an exhaustive study to delineate and define what, if any, useful synthetic chemistry could be developed from Gold's Reagent.

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Copyright © 1986 Sigma-Aldrich Co. This article first appeared in Aldrichchimica Acta 19:2 (1986), 43-46.

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