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Org Lett. 2019 Jul 19;21(14):5762-5766. doi: 10.1021/acs.orglett.9b02214. Epub 2019 Jul 10.

Palladium-Catalyzed Suzuki-Miyaura Reactions of Aspartic Acid Derived Phenyl Esters.

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The Department of Chemistry , Yale University , P.O. Box 208107, New Haven , Connecticut 06520 , United States.


Transition-metal-catalyzed transformations of amino acids and peptides could provide a powerful method for their site-selective modification. Here, we report non-decarbonylative Pd-catalyzed Suzuki-Miyaura reactions of phenyl ester derivatives of aspartic acid to form aryl-amino ketones. These products are potentially important in the synthesis of pharmaceuticals, and our methodology represents a new route to access molecules of this type.

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