Favorskii transposition (or Favorskii rearrangement) is a reaction of organic chemistry. It takes its name from its discoverer, Russian chemist Aleksej Favorskij. It is a rearrangement of α-alochetones or cyclopropanones to form carboxylic acids. Transposition may result in a contraction in cyclic compounds. It is present in the presence of a base, and often is used hydroxide; however, the use of an alkyd or an amine generates esters or amides. Reactivation mechanism wikitesto modification
The Favorskii transposition mechanism begins with the formation of an enol on the opposite side of the halogen. Enol forms a cyclopropanone by nucleophilic substitution: the resulting molecule is highly reactive, and the base can proceed with a nucleophilic attack. Cyclopropanone opens causing the cyclic compound to contraction. Use wikitesto editing
Favorskii's transposition was successfully used in the first Cuban synthesis in 1964. Notemodify wikitesto
wiki