Rhodium-Catalyzed Asymmetric Construction of Quaternary Carbon Stereocenters:  Ligand-Dependent Regiocontrol in the 1,4-Addition to Substituted Maleimides

A rhodium-catalyzed asymmetric 1,4-addition of arylboronic acids to substituted maleimides has been described. The regioselectivity in this reaction is controlled by the choice of ligand (dienes or bisphosphines), and 1,4-adducts with a quaternary stereocenter can be obtained with high regio- and en...

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Veröffentlicht in:Journal of the American Chemical Society 2006-05, Vol.128 (17), p.5628-5629
Hauptverfasser: Shintani, Ryo, Duan, Wei-Liang, Hayashi, Tamio
Format: Artikel
Sprache:eng
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Zusammenfassung:A rhodium-catalyzed asymmetric 1,4-addition of arylboronic acids to substituted maleimides has been described. The regioselectivity in this reaction is controlled by the choice of ligand (dienes or bisphosphines), and 1,4-adducts with a quaternary stereocenter can be obtained with high regio- and enantioselectivity by the use of (R)-H8-binap.
ISSN:0002-7863
1520-5126
DOI:10.1021/ja061430d