A Novel Stereocontrolled Synthesis of 1,2-trans Cyclopropyl Ketones via Suzuki-Type Coupling of Acid Chlorides with Cyclopropylboronic Acids

A Novel Stereocontrolled Synthesis of 1,2-trans Cyclopropyl Ketones via Suzuki-Type Coupling of Acid Chlorides with Cyclopropylboronic Acids

The palladium-catalyzed cross-coupling reaction of cyclopropylboronic acids with acyl chlorides was achieved by the combination of Ag2O and K2CO3 as the base. Highly enantiomerically enriched cyclopropyl ketones (ee >90%) were also obtained by the reaction of corresponding chiral cyclopropylboron...

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Veröffentlicht in:Organic letters 2000-06, Vol.2 (12), p.1649-1651
Hauptverfasser: Chen, Han, Deng, Min-Zhi
Format: Artikel
Sprache:eng
Schlagworte:
Boronic Acids - chemistry
Carboxylic Acids - chemistry
Cross-Linking Reagents - chemistry
Cyclopropanes - chemistry
Ketones - chemical synthesis
Palladium
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Zusammenfassung:The palladium-catalyzed cross-coupling reaction of cyclopropylboronic acids with acyl chlorides was achieved by the combination of Ag2O and K2CO3 as the base. Highly enantiomerically enriched cyclopropyl ketones (ee >90%) were also obtained by the reaction of corresponding chiral cyclopropylboronic acids.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol000013h