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A Simple and Broadly Applicable C-N Bond Forming Dearomatization Protocol Enabled by Bifunctional Amino Reagents.

ABSTRACT: A C-N bond forming dearomatization protocol with broad scope is outlined. Specifically, bifunctional amino reagents are used for sequential nucleophilic and electrophilic C-N bond formations, with the latter effecting the key dearomatization step. Using this approach, ?-arylated alcohols are converted to a wide range of differentially protected spirocyclic pyrrolidines in just two or three steps.

SUBMITTER: Ma X

PROVIDER: S-EPMC5698738 | biostudies-literature | 2017 Nov

REPOSITORIES: biostudies-literature

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A Simple and Broadly Applicable C-N Bond Forming Dearomatization Protocol Enabled by Bifunctional Amino Reagents.

Ma Xiaofeng X Farndon Joshua J JJ Young Tom A TA Fey Natalie N Bower John F JF

Angewandte Chemie (International ed. in English) 20171011 46

A C-N bond forming dearomatization protocol with broad scope is outlined. Specifically, bifunctional amino reagents are used for sequential nucleophilic and electrophilic C-N bond formations, with the latter effecting the key dearomatization step. Using this approach, γ-arylated alcohols are converted to a wide range of differentially protected spirocyclic pyrrolidines in just two or three steps. ...[more]

PMID: 28925055

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