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Chirally Aminated 2‐Naphthols—Organocatalytic Synthesis of Non‐Biaryl Atropisomers by Asymmetric Friedel–Crafts Amination

Angewandte Chemie International EditionPublished 3 January 2006
Sebastian Brandes, Marco Bella, Anne Kjærsgaard, Karl Anker Jørgensen
Citations248
SJR quartileQ1
SJR score5.55
SNIP2.47

Abstract

Cinchona alkaloids are employed in an organocatalyzed asymmetric Friedel–Crafts amination reaction of 2-naphthols. These amination reactions proceed in high yields with up to 98 % ee and have led to a new class of non-biaryl atropisomer. The rotation barriers of the chiral aminated 2-naphthols have been investigated by experimental and computational methods.

Keywords

Chemistry