Abstract
(A) LiBr catalyzes the nucleophilic ring opening of epoxides with various aliphatic and aromatic amines to give b-amino alcohols. Aromatic and aliphatic amines react with cyclohexene oxides, providing exclusive formation of trans-2-aryl(alkyl)aminocycloalkanols in high yields. Excellent (98‐100%) selectivity in favor of nucleophilic attack at the benzylic carbon of styrene oxide is observed with aromatic amines. The chelation effect of the Li + ion enables selective opening of the epoxide ring in 3-phenoxypropylene oxide in the presence of styrene oxide. 1
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