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Ruthenium‐Catalyzed CC Coupling of Fluorinated Alcohols with Allenes: Dehydrogenation at the Energetic Limit of β‐Hydride Elimination
Author(s) -
Sam Bran,
Luong Tom,
Krische Michael J.
Publication year - 2015
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.201500238
Subject(s) - ruthenium , chemistry , dehydrogenation , catalysis , hydride , coupling (piping) , carbon fibers , organic chemistry , medicinal chemistry , hydrogen , materials science , composite material , composite number , metallurgy
Ruthenium(II) complexes catalyze the CC coupling of 1,1‐disubstituted allenes and fluorinated alcohols to form homoallylic alcohols bearing all‐carbon quaternary centers with good to complete levels of diastereoselectivity. Whereas fluorinated alcohols are relatively abundant and tractable, the corresponding aldehydes are often not commercially available because of their instability.