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Synthesis of α-Alkylated Ketones via Selective Epoxide Opening/Alkylation Reactions with Primary Alcohols

Sertaç Genç, Süleyman Gülcemal, Salih Günnaz, Bekir Çetinkaya and Derya Gülcemal*

*Ege University, Chemistry Department, 35100 Bornova, Izmir, Turkey, Email: derya.gulcemalege.edu.tr

S. Genç, S. Gülcemal, S. Günnaz, B. Çetinkaya, D. Gülcemalv, Org. Lett., 2021, 23, 5229-5234.

DOI: 10.1021/acs.orglett.1c01765



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Abstract

Terminal epoxides and primary alcohols can be converted into α-alkylated ketones under borrowing hydrogen conditions in the presence of an N-heterocyclic carbene iridium(I) catalyst, under aerobic conditions, with water as the side product.


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proposed mechanism



Iridium(I)-Catalyzed Alkylation Reactions To Form α-Alkylated Ketones

S. Genç, S. Günnaz, B. Çetinkaya, S. Gülcemal, D. Gülcemal, J. Org. Chem., 2018, 83, 2875-2881.


Key Words

α-alkylated ketones


ID: J54-Y2021