Iron Catalyzed Highly Enantioselective Epoxidation of Cyclic Aliphatic Enones with Aqueous H2O2

Journal of the American Chemical Society
Olaf CussóMiquel Costas

Abstract

An iron complex with a C1-symmetric tetradentate N-based ligand catalyzes the asymmetric epoxidation of cyclic enones and cyclohexene ketones with aqueous hydrogen peroxide, providing the corresponding epoxides in good to excellent yields and enantioselectivities (up to 99% yield, and 95% ee), under mild conditions and in short reaction times. Evidence is provided that reactions involve an electrophilic oxidant, and this element is employed in performing site selective epoxidation of enones containing two alkene sites.

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Citations

Jan 27, 2017·Journal of Biological Inorganic Chemistry : JBIC : a Publication of the Society of Biological Inorganic Chemistry·Giorgio OlivoMiquel Costas
Jan 20, 2017·Chembiochem : a European Journal of Chemical Biology·Jan KiebistKatrin Scheibner
Aug 8, 2017·Chemistry, an Asian Journal·Lilu Zhang, Eric Meggers
Apr 6, 2019·Dalton Transactions : an International Journal of Inorganic Chemistry·Mainak MitraEbbe Nordlander
Mar 20, 2020·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Arnar Guðmundsson, Jan-E Bäckvall
Jan 19, 2018·Dalton Transactions : an International Journal of Inorganic Chemistry·Laia Vicens, Miquel Costas
Jul 2, 2017·Journal of Biological Inorganic Chemistry : JBIC : a Publication of the Society of Biological Inorganic Chemistry·Fang WangYong Wang
Nov 24, 2020·Dalton Transactions : an International Journal of Inorganic Chemistry·Andreas J HofmannCorinna R Hess
Apr 13, 2018·The Journal of Organic Chemistry·Mina F ShehataJennifer L Roizen
Sep 7, 2018·Environmental Science & Technology·Mingbao FengVirender K Sharma
Aug 3, 2017·Journal of the American Chemical Society·Margarida Borrell, Miquel Costas

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