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Published June 14, 2017 | Supplemental Material
Journal Article Open

Palladium-catalyzed sequential monoarylation/amidation of C(sp^3)–H bonds: stereoselective synthesis of α-amino-β-lactams and anti-α,β-diamino acid

Abstract

Pd-Catalyzed sequential monoarylation/amidation of C(sp^3)–H bonds of alanine enabled by a removable 5-methoxyquinolin-8-amine (MQ) auxiliary is described. This process is highly efficient and compatible with a variety of functional groups, providing a general and practical access to various α-amino-β-lactams. The synthetic potential of this protocol is further demonstrated by the stereoselective synthesis of orthogonally protected anti-α,β-diamino acids.

Additional Information

© 2017 The Royal Society of Chemistry. Received 29th March 2017, Accepted 4th May 2017, First published on 12th May 2017. Financial support from the NSFC (21422206, 21572201), the National Basic Research Program of China (2015CB856600), and Zhejiang Provincial NSFC (LR17B020001) is gratefully acknowledged.

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Created:
August 19, 2023
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October 25, 2023