Gadolinium‐Catalyzed Regio‐ and Enantioselective Aminolysis of Aromatic trans‐2,3‐Epoxy Sulfonamides |
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| Authors: | Dr. Chuan Wang Prof. Dr. Hisashi Yamamoto |
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| Affiliation: | 1. Department of Chemistry, The University of Chicago, 5735 South Ellis Avenue, Chicago, IL 60637 (USA);2. Molecular Catalyst Research Center, Chubu University, 1200 Matsumoto, Kasugai, Aichi 487‐8501 (Japan) |
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| Abstract: | The first enantioselective aminolysis of aromatic trans‐2,3‐epoxy sulfonamides has been accomplished, which was efficiently catalyzed by a Gd‐N,N′‐dioxide complex. Under the directing effect of the sulfonamide moiety the ring‐opening reaction proceeded selectively at the C‐3 position in a highly enantioselective manner furnishing various Ts‐ and SES‐protected 3‐amino‐3‐phenylpropan‐2‐olamines as products. |
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| Keywords: | amino alcohols gadolinium‐catalysis kinetic resolution regioselective ring opening |
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