A new copper(II) 2-ethylhexanoate-promoted addition of an alcohol and an amine across an alkene (oxyamination) is reported. The alcohol addition is intramolecular, while coupling with the amine occurs intermolecularly. Several 2-aminomethyl morpholines were synthesized in good to excellent yields and diastereoselectivities.
Fatima C Sequeira, Sherry R Chemler. Stereoselective synthesis of morpholines via copper-promoted oxyamination of alkenes. Organic letters. 2012 Sep 07;14(17):4482-5
PMID: 22894680
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