Asymmetric Chemoenzymatic Reductive Acylation of Ketones by a Combined Iron-Catalyzed Hydrogenation-Racemization and Enzymatic Resolution Cascade

Osama El-Sepelgy, Aleksandra Brzozowska, Magnus Rueping

Research output: Contribution to journalArticlepeer-review

21 Scopus citations

Abstract

A general and practical process for the conversion of prochiral ketones into the corresponding chiral acetates has been realized. An iron carbonyl complex is reported to catalyze the hydrogenation-dehydrogenation-hydrogenation of prochiral ketones. By merging the iron-catalyzed redox reactions with enantioselective enzymatic acylations a wide range of benzylic, aliphatic and (hetero)aromatic ketones, as well as diketones, were reductively acylated. The corresponding products were isolated with high yields and enantioselectivities. The use of an iron catalyst together with molecular hydrogen as the hydrogen donor and readily available ethyl acetate as acyl donor make this cascade process highly interesting in terms of both economic value and environmental credentials.
Original languageEnglish (US)
Pages (from-to)1664-1668
Number of pages5
JournalChemSusChem
Volume10
Issue number8
DOIs
StatePublished - Feb 28 2017

Fingerprint Dive into the research topics of 'Asymmetric Chemoenzymatic Reductive Acylation of Ketones by a Combined Iron-Catalyzed Hydrogenation-Racemization and Enzymatic Resolution Cascade'. Together they form a unique fingerprint.

Cite this