Journal
ORGANIC LETTERS
Volume 23, Issue 19, Pages 7608-7612Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.1c02824
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Funding
- National Natural Science Foundation of China [22071266]
- Fundamental Research Funds for the Central Universities
- Research Funds of Renmin University of China [21XNLG04]
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The iron-catalyzed three-component reaction of cyclopropanols with alkenes and tert-butyl hydroperoxide enables the efficient synthesis of 5-oxo peroxides, allowing for the modification of biologically active molecules and various downstream derivatizations.
The ring opening of cyclopropanols is rarely used in multicomponent reactions. Herein we report the three-component reaction of cyclopropanols with alkenes and tert-butyl hydroperoxide (TBHP) catalyzed by an iron catalyst. This protocol enables the incorporation of both the beta-carbonyl fragment and a peroxy unit across the C=C double bond regioselectively, thus allowing an efficient, facile access to 5-oxo peroxides. Modification of the biologically active molecules and various downstream derivatizations of the peroxides are also demonstrated.
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