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SmI_2-promoted imino-Reformatsky reaction for facile synthesis of enantioenriched β-amino acid esters
基金项目:Financial support from the National Natural Science Foundation of China (20721003); the Chinese Academy of Sciences, the State Key Laboratory of Drug Research, SIMM and National Science & Technology Major Project (2009ZX09301-001 & 2008ZX09401-004) is acknowledged
摘    要:A facile and efficient method for the stereoselective synthesis of β-amino acid esters via SmI2-promoted imino-Reformatsky reaction is described.Asymmetric addition of tert-butyl bromoacetate to N-tert-butanesulfinyl aldimines afforded β-amino acid esters in moderate to high yields with excellent diastereoselectivities.The synthetic utilities of the tert-butyl β-amino acid esters were expanded by the preparation of β-lactams and 3-aminoindan-1-ones derivatives.

关 键 词:β-amino acid ester  samarium diiodide  N-tert-butanesulfinyl imine  Reformatsky reaction  β-lactam  3-aminoindan-1-one  asymmetric synthesis  
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