期刊
CHEMICAL COMMUNICATIONS
卷 54, 期 92, 页码 12998-13001出版社
ROYAL SOC CHEMISTRY
DOI: 10.1039/c8cc07200k
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We report the nucleophilic ring opening of unsymmetrical trans-epoxides to -amino alcohols with catalyst-controlled regioselectivity. This cationic aluminum salen catalyst, which contains bulky mesityl groups in the ortho-position of the phenoxide and a 2,2-diamino-1,1-binaphthalene backbone, transforms a variety of epoxides with high regioselectivity using nitrogen-containing nucleophiles. Unlike most reports, in which regioselectivity is substrate controlled, the regioselectivity in this system is catalyst controlled and allows selective nucleophilic ring opening of unbiased trans-epoxides.
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