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Formation of Optically Active Aromaticα-Amino Acids by Catalytic Enantioselective Addition of Imines to Aromatic Compounds

Angewandte Chemie International EditionPublished 17 November 2000
Steen Saaby, Xiangming Fang, Nicholas Gathergood, Karl Anker Jørgensen
Citations110
SJR quartileQ1
SJR score5.55
SNIP2.47

Abstract

Vital to life, α-amino acids are the building blocks of peptides, proteins, and many other natural products, and the formation of optically active nonproteinogenic α-amino acids is an important research area. A catalytic enantioselective procedure is presented for the synthesis of optically active aromatic α-amino acids by addition of N-protected α-imino esters to aromatic compounds in a reaction catalyzed by chiral Lewis acids (see scheme; Pg=protecting group).

Keywords

Chemistry