Early Organic Chemistry in Kyiv: Serhii Mykolayovych Reformatskyi (1860–1934) and his Name Reaction*

Abstract

Serhiy Mykolayovych Reformatskyi, [Ukrainian: Рeφopмaтcьκий, Cepгiй Mиκoлaйoвич; Russian: Sergei Nikolaevich Reformatskii, РeΦopмaтcκий, Cepгeй Hиκoлaeвич (1860‐1934)] was a product of Zaitsev's laboratory in Kazan Imperial University in Russia and one of the founding fathers of organic chemistry in Ukraine. He discovered his eponymous reaction while a graduate student in Kazan under Zaitsev, studying the synthesis of homoallylic alcohols. He modified this reaction by replacing the olefinic π bond of an allyl halide with a carbonyl group. In the prototype reaction, he treated ethyl haloacetates with zinc and aldehydes or ketones. The reaction gave the corresponding β‐hydroxyesters and remains an important synthetic method. Work on the reaction over the ensuing century and a quarter has led to the discovery of analogous reactions using a wide range of metals, and even permitting the use of water as a solvent.