4.8 Article

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

Journal

CHEMICAL SCIENCE
Volume 7, Issue 3, Pages 1982-1987

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c5sc03948g

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Funding

  1. University of Georgia
  2. Summer Undergraduate Research Opportunity program at UGA

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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.

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