Synthesis On The Derivatives Of α-amino Acyl Phenol

The 1,3-dipolar cycloaddition reaction is the most useful reaction in fundmental theory of organic chemistry and organic synthesis. The studies indicat that 1,3-dipolar cycloaddition reactions are concerted reactions. The most 1,3-dipolar cycloaddition reactions have well regioselectivity. So the works focus on the study of stereoselectivity. The reaction of achiral dipolar reagents and achiral alkenes may have well stereoselectivity by applying one effective chiral metal catalyst. So 1,3-dipolar cycloaddition reactions catalyzed by chiral metal catalysts become one of study hotspots in organic synthesis today.The article studied the chiral ligands of chiral metal catalysts in 1,3-dipolar cycloaddition reaction. We design a series of chiral ligands in which the chiralα-amino acid is chiral source. These ligands conclude the derivatives ofα-amino acyl phenol,α-amino acyl naphthol andα-amino acyl 1,1'-binaphthalene-2,2'-diol. They have well ability of coordination. Here, we synthesize the derivatives ofα-amino acyl phenol.The paper mainly synthesized three kinds ofα-amino acid esters by the high performance catalysts of DMAP and DCC. Theα-amino acid esters conclude L-Phenylglycin N-(p-methyl phenylsulfonyl)-4-methylphenyl ester, L-Alanine N-[(phenylmethoxy) carbonyl]-4-methylphenyl ester and L-Phenylalanine N-[(phenylmethoxy) carbonyl]-4-methylphenyl ester. This method is simpler and quicker than the traditional method. Furthermore, the side reaction is little and the process of disposal is easy. Otherwise we synthesize acetyl-4-methylphenyl ester and accomplished its Fries rearrangement reaction.