Journal
ORGANIC LETTERS
Volume 12, Issue 5, Pages 1068-1071Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ol100056f
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- University of Hong Kong
- Hong Kong Research Grants Council [HKU 705807P]
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A gold(I)-catalyzed decarboxylative amination of allylic N-tosylcarbamates via base-induced aza-Claisen rearrangement has been developed. A variety of substituted N-tosyl allylic amines were obtained in good yield, excellent regioselectivity, and high to excellent stereoselectivity. This transformation could be performed either in H2O or in one pot directly from allylic alcohols and therefore represents an efficient and environmentally benign protocol for the synthesis of N-tosyl allylic amines.
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