Awesome and Easy Science Experiments about 5-(4-Hydroxyphenyl)isoxazole-3-carboxylic acid

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Gadolinium-Catalyzed Regio- and Enantioselective Aminolysis of Aromatic trans-2,3-Epoxy Sulfonamides

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. A sulfonamide-directed highly enantioselective aminolysis of 2,3-epoxy amines derivatives with Gd-N,N?-dioxide as catalyst was developed. The reaction provides various tosyl- and (2-trimethylsilyl)ethanesulfonyl-protected 3-amino-3-phenylpropan-2-olamines with complete regiocontrol.

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Reference:
Isoxazole – Wikipedia,
Isoxazole | C3H3NO – PubChem