2. Academic Validation
  3. Palladium-catalyzed sequential monoarylation/amidation of C(sp3)-H bonds: stereoselective synthesis of α-amino-β-lactams and anti-α,β-diamino acid

Palladium-catalyzed sequential monoarylation/amidation of C(sp3)-H bonds: stereoselective synthesis of α-amino-β-lactams and anti-α,β-diamino acid

  • Chem Commun (Camb). 2017 Jun 8;53(47):6351-6354. doi: 10.1039/c7cc02426f.
Peng-Xiang Ling 1,  Sheng-Long Fang,  Xue-Song Yin,  Qi Zhang,  Kai Chen,  Bing-Feng Shi
Affiliations

Affiliation

  • 1 Department of Chemistry, Zhejiang University, Hangzhou 310027, China. bfshi@zju.edu.cn.
PMID: 28555232 DOI: 10.1039/c7cc02426f
Abstract

Pd-Catalyzed sequential monoarylation/amidation of C(sp3)-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.

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