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

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.

SUBMITTER: Sequeira FC

PROVIDER: S-EPMC3465956 | biostudies-literature | 2012 Sep

REPOSITORIES: biostudies-literature

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

Sequeira Fatima C FC Chemler Sherry R SR

Organic letters 20120815 17

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. ...[more]

PMID: 22894680

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