Open AccessEnantioselective Synthesis of Chiral Organofluorine Compounds: Alcohol-Mediated Hydrogen Transfer for Catalytic Carbonyl Reductive Coupling
Author(s) -
Johannes Tauber,
Leyah A. Schwartz,
Michael J. Krische
Publication year - 2019
Publication title -
organic process research and development
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.904
H-Index - 109
eISSN - 1520-586X
pISSN - 1083-6160
DOI - 10.1021/acs.oprd.9b00035
Subject(s) - enantioselective synthesis , alcohol , transfer hydrogenation , chemistry , catalysis , coupling (piping) , hydrogen , combinatorial chemistry , organic chemistry , materials science , ruthenium , metallurgy
Alcohol-mediated carbonyl addition has enabled catalytic enantioselective syntheses of diverse fluorine-containing compounds without the need for stoichiometric metals or discrete redox manipulations. Reactions of this type may be separated into two broad categories: redox-neutral hydrogen auto-transfer reactions wherein lower alcohols and n-unsaturated pronucleophiles are converted to higher alcohols and corresponding 2-propanol mediated carbonyl reductive couplings.