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Redox-neutral ?,?-difunctionalization of cyclic amines.

ABSTRACT: In contrast to the continuously growing number of methods that allow for the efficient ?-functionalization of amines, few strategies exist that enable the direct functionalization of amines in the ?-position. A general redox-neutral strategy is outlined for amine ?-functionalization and ?,?-difunctionalization that utilizes enamines generated in?situ. This concept is demonstrated in the context of preparing polycyclic N,O-acetals from simple 1-(aminomethyl)-?-naphthols and 2-(aminomethyl)-phenols.

SUBMITTER: Chen W

PROVIDER: S-EPMC4068263 | biostudies-literature | 2014 May

REPOSITORIES: biostudies-literature

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Redox-neutral α,β-difunctionalization of cyclic amines.

Chen Weijie W Kang YoungKu Y Wilde Richard G RG Seidel Daniel D

Angewandte Chemie (International ed. in English) 20140401 20

In contrast to the continuously growing number of methods that allow for the efficient α-functionalization of amines, few strategies exist that enable the direct functionalization of amines in the β-position. A general redox-neutral strategy is outlined for amine β-functionalization and α,β-difunctionalization that utilizes enamines generated in situ. This concept is demonstrated in the context of preparing polycyclic N,O-acetals from simple 1-(aminomethyl)-β-naphthols and 2-(aminomethyl)-phenol ...[more]

PMID: 24692162

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