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The design of a readily attachable and cleavable molecular scaffold for ortho-selective C-H alkenylation of arene alcohols.

ABSTRACT: We describe herein the design of a novel molecular scaffold that can induce facile oxidative olefinations when attached to alcohols. Benzylic, homo-, and bishomobenzylic alcohols are utilized. The scaffold can act as a protecting group for the alcohol in other transformations, and it is recoverable in excellent yield. The overall sequence can also be telescoped without purifications of intermediates, representing a net alcohol-based directed ortho-alkenylation.

SUBMITTER: Knight BJ

PROVIDER: S-EPMC5966905 | biostudies-literature | 2016 Mar

REPOSITORIES: biostudies-literature

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The design of a readily attachable and cleavable molecular scaffold for ortho-selective C-H alkenylation of arene alcohols.

Knight Brian J BJ Rothbaum Jacob O JO Ferreira Eric M EM

Chemical science 20151214 3

We describe herein the design of a novel molecular scaffold that can induce facile oxidative olefinations when attached to alcohols. Benzylic, homo-, and bishomobenzylic alcohols are utilized. The scaffold can act as a protecting group for the alcohol in other transformations, and it is recoverable in excellent yield. The overall sequence can also be telescoped without purifications of intermediates, representing a net alcohol-based directed ortho-alkenylation. ...[more]

PMID: 29899921

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