Pd(II)/Norbornene-Catalyzed Meta-C–H Alkylation of Nosyl-Protected Phenylalanines

• Published in: Journal of organic chemistry Vol. 83; no. 21; pp. 13211 - 13216
• Main Authors: Liu, Jieyu, Ding, Qiuping, Fang, Wenjun, Wu, Wanhui, Zhang, Yuanguang, Peng, Yiyuan
• Format: Journal Article
• Language: English
• Published: WASHINGTON American Chemical Society 02.11.2018; Amer Chemical Soc
• Subjects: alkylation; chemical structure; Chemistry; Chemistry, Organic; ligands; organic chemistry; organoiodine compounds; phenylalanine; Physical Sciences; pyridines; Science & Technology; CATALYSIS; AMINATION; PEPTIDES; ANALOGS; ARYLATION; BONDS; INDOLINES; DERIVATIVES; ALKENYLATION

A Pd/norbornene-catalyzed direct meta-alkylation of nosyl-protected phenylalanine derivatives with alkyl iodides is reported in moderate to good yields. The use of diisopropyl bicyclo[2.2.1]­hept-5-ene-2,3-dicarboxylate is identified as a more suitable transient mediator. A simple pyridine ligand is...