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5. Gold-Catalyzed, SN1-Type Reaction of Alcohols to Afford Ethers and Cbz-Protected Amines.

Author

Vinson, Andrew R. S., Davis, Victoria K., Arunasalam, Arunamarie, Jess, Kate A., Hamilton, Rachael E., Shattuck, Morgan A., Hu, Allison C., Iafe, Robert G., and Wenzel, Anna G.

Subjects
GOLD catalysts, ETHER synthesis, ORGANIC synthesis, AMINE synthesis, AMINE derivatives
Abstract

The use of a gold-catalyzed, microwave protocol to activate alcohols through an intermolecular, SN1-type reaction to directly form unsymmetrical ethers and SN-benzyloxy carbamate- (Cbz) protected amines is reported. Results have shown this reaction to be highly reproducible and tolerant of moisture, and moderate to high product yields (53-99%) were obtained. Significantly, the intermolecular catalytic amination of alcohols to directly afford Cbz-protected amines is heretofore unprecedented using gold catalysis. [ABSTRACT FROM AUTHOR]

Published
2015
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