Readily Accessible Chiral Diene Ligands for Rh-Catalyzed Enantioselective Conjugate Additions of Boronic Acids

Readily Accessible Chiral Diene Ligands for Rh-Catalyzed Enantioselective Conjugate Additions of Boronic Acids

Enabled by the broad scope of the Pd-catalyzed asymmetric alkylation of meso- and d,l-divinylethylene carbonate, several chiral diene ligands were prepared in two steps from commercial materials. Subsequently, these ligands were evaluated in the Rh-catalyzed asymmetric conjugate addition of boronic...

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Veröffentlicht in:Organic letters 2011-09, Vol.13 (17), p.4566-4569
Hauptverfasser: Trost, Barry M, Burns, Aaron C, Tautz, Thomas
Format: Artikel
Sprache:eng
Schlagworte:
Boronic Acids - chemistry
Catalysis
Cycloparaffins - chemistry
Hydrocarbons, Cyclic - chemical synthesis
Hydrocarbons, Cyclic - chemistry
Ligands
Molecular Structure
Organometallic Compounds - chemistry
Palladium - chemistry
Rhodium - chemistry
Stereoisomerism
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Zusammenfassung:Enabled by the broad scope of the Pd-catalyzed asymmetric alkylation of meso- and d,l-divinylethylene carbonate, several chiral diene ligands were prepared in two steps from commercial materials. Subsequently, these ligands were evaluated in the Rh-catalyzed asymmetric conjugate addition of boronic acids to enones.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol201754c