Photochemical Synthesis Of Hydroxyl Amino Acid Derivatives

Hydroxyamino acids are key constituents of many complex natural products,which play an important role in many active molecules.In this dissertation,a visible-light-promoted copper-catalyzed radical cross-coupling reaction of N-alkoxyphthalimide and arylglycine esters was described.By using copper complexes as photocatalysts,various hydroxyamino acid derivatives were synthesized under visible light conditions1.With N-alkoxyphthalimide and arylglycine as substrates,copper complex as photocatalyst,blue LEDs(460 nm)as light source and triethylenediamine as base,a series of?-hydroxyamino acid derivatives were obtained via the cross-coupling reaction between O-?-C(sp3)and N-?-C(sp3).The reaction proceded with mild conditions,good functional group compatibility and specific regioselectivity.2.With N-alkoxyphthalimide and arylglycine esters as substrates,copper complex as photocatalyst,blue LEDs(460 nm)as light source and binaphthol phosphate as additives,a series of ?-hydroxy amino acid derivatives were obtained via the cross-coupling reaction between O-?-C(sp3)and N-?-C(sp3).This reaction has the advantages of mild conditions,wide range of substrates and good tolerance of functional groups,It provides a new way for the methylation of remote inert C(sp3)-H.3.With N-alkoxyphthalimide and arylglycine esters as substrates,transition metal copper as photocatalyst,blue light(460 nm)as a light source,and binaphthol phosphate as an additive Under the conditions,the cross-coupling reaction between N-?-C(sp3)and the alkyl radical after ring opening was achieved.