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Org Lett. 2012 Sep 7;14(17):4482-5. doi: 10.1021/ol301984b. Epub 2012 Aug 15.

Stereoselective synthesis of morpholines via copper-promoted oxyamination of alkenes.

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1
Department of Chemistry, The State University of New York at Buffalo, Buffalo, New York 14260, USA.

Abstract

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.

PMID:
22894680
PMCID:
PMC3465956
DOI:
10.1021/ol301984b
[Indexed for MEDLINE]
Free PMC Article
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