The design of a readily attachable and cleavable molecular scaffold for ortho-selective C–H alkenylation of arene alcohols. Issue 3 (18th December 2015)

• Record Type: Journal Article
• Authors: Knight, Brian J.; Rothbaum, Jacob O.; Ferreira, Eric M.
• Is Part Of: Chemical science. Volume 7:Issue 3(2016:Mar.)
• Page Start: 1982
• Page End: 1987
• Publication Date: 2015-12-18
• Subjects: Chemistry -- Periodicals; 540.5
• DOI: 10.1039/c5sc03948g
• Languages: English
• ISSNs: 2041-6520

Abstract

Abstract : A novel molecular scaffold with distinct features (easily attachable, removable, recoverable) induces Pd-catalyzed oxidative olefinations when attached to 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.