The application of this process to electron-poor heteroaromatic hydrocarbons yields a Shapiro-type reaction product, and it may be used in stereospecific deuterium labeling.  In a potassium decylate system, the addition of crown ethers accelerates the rate of this reaction.  A variation of this reaction that gives rise to allylic alcohols is known as the Wharton reaction, while a one-pot variation
The application of this process to electron-poor heteroaromatic hydrocarbons yields a Shapiro-type reaction product, and it may be used in stereospecific deuterium labeling.  In a potassium decylate system, the addition of crown ethers accelerates the rate of this reaction.  A variation of this reaction that gives rise to allylic alcohols is known as the Wharton reaction, while a one-pot variation of this reaction in ethylene glycol is known as the Huang-Minlon modification.  Under strongly acidic conditions, its counterpart the Clemmenson reaction proceeds.  FTP name this reaction with a hydrazone intermediate which reduces a carbonyl to an alkane by boiling it in a basic solution, named for two chemists.
The application of this process to electron-poor heteroaromatic hydrocarbons yields a Shapiro-type reaction product, and it may be used in stereospecific deuterium labeling.  