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Published January 31, 2016 | Published + Supplemental Material
Journal Article Open

Synthesis of chiral α-hydroxy acids via palladium-catalyzed C(sp^3)–H alkylation of lactic acid

Abstract

Herein we report a Pd-catalyzed alkylation of lactic acid with the assistance of 8-aminoquinoline auxiliary. A wide range of alkyl iodides bearing β-hydrogen atoms are compatible with the reaction conditions, providing a practical and straightforward alternative to access chiral α-hydroxy acids (AHAs). The new reactions have been applied for the synthesis of isotope-labeled AHAs and a sugar-containing complex AHA.

Additional Information

© 2015 Royal Society of Chemistry. Received 20th September 2015, Accepted 10th December 2015. First published online 10 Dec 2015. Financial support from the National Basic Research Program of China (2015CB856600) and the NSFC (21572201, 21422206, 21272206) is gratefully acknowledged.

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August 20, 2023
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