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Rhodium‐Catalyzed Enantioselective Nucleophilic Fluorination: Ring Opening of Oxabicyclic Alkenes
Author(s) -
Zhu Jiangtao,
Tsui Gavin C.,
Lautens Mark
Publication year - 2012
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201207356
Subject(s) - enantioselective synthesis , nucleophile , tetrahydrofuran , catalysis , diene , rhodium , ring (chemistry) , chemistry , organic chemistry , medicinal chemistry , natural rubber , solvent
Done with 'F'lair : Enantioselective fluorination was achieved by Rh I ‐catalyzed ring opening of oxabicyclic alkenes using Et 3 N⋅3 HF. The chiral fluorinated scaffolds were obtained under mild reaction conditions in standard glass vessels, and served as useful building blocks for various chiral fluorinated targets. cod=cycloocta‐1,5‐diene, ppf=phenylphosphinoferrocene, THF=tetrahydrofuran.
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