Enantioselective α‐Arylation of Cyclic Ketones Catalyzed by a Combination of an Unmodified  Cinchona  Alkaloid and a Palladium Complex | Zendy

Richter Christian | Zendy; Ranganath Kalluri V. S. | Zendy; Glorius Frank | Zendy

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Enantioselective α‐Arylation of Cyclic Ketones Catalyzed by a Combination of an Unmodified Cinchona Alkaloid and a Palladium Complex

Author(s) -

Richter Christian,

Ranganath Kalluri V. S.,

Glorius Frank

Publication year - 2012

Publication title -

advanced synthesis and catalysis

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.541

H-Index - 155

eISSN - 1615-4169

pISSN - 1615-4150

DOI - 10.1002/adsc.201100669

Subject(s) - cinchona , chemistry , palladium , enantioselective synthesis , phosphine , aryl , catalysis , organic chemistry , cinchona alkaloids , aryl halide , alkaloid , selectivity , combinatorial chemistry , alkyl

A palladium/ Cinchona alkaloid‐catalyzed α‐arylation between cyclic ketones and aryl halides under phosphine‐free conditions is presented. The use of a simple, unmodified Cinchona alkaloid results in high levels of activity and selectivity with up to 93% ee . These enantioinduction levels are comparable or even higher than the ones reported using palladium/BINAP complexes. To the best of our knowledge, this represents the first use of unmodified Cinchona alkaloids as ligands/catalysts in asymmetric transition metal complex‐catalyzed cross‐coupling reactions.

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