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Ruthenium‐Catalyzed Synthesis of Allylic Alcohols: Boronic Acid as a Hydroxide Source
Author(s) -
Bouziane Asmae,
Hélou Marion,
Carboni Bertrand,
Carreaux François,
Demerseman Bernard,
Bruneau Christian,
Renaud JeanLuc
Publication year - 2008
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.200702030
Subject(s) - allylic rearrangement , ruthenium , boronic acid , catalysis , chemistry , combinatorial chemistry , organic chemistry , halide , enantioselective synthesis , hydroxide
Abstract Secondary allylic alcohols were synthesized from linear allylic halides or carbonates using a catalytic amount of a ruthenium complex in the presence of boronic acid. The effects of solvent, base, ruthenium precursor, and boronic acid were fully explored, and the scope of the reaction was extended to various substrates. We also describe a preliminary investigation towards an enantioselective process.