Journal
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 134, Issue 1, Pages 194-196Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ja2104203
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Funding
- MEXT [22105005, 22106520, 23685019]
- Asahi Glass Foundation
- Grants-in-Aid for Scientific Research [23685019, 22105005, 23350041, 22106520] Funding Source: KAKEN
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N-Sulfonyl-1,2,3-triazoles react with water in the presence of a rhodium catalyst to produce alpha-amino ketones in high yield. An intermediary alpha-imino rhodium(II) carbenoid undergoes insertion into the O-H bond of water. This transformation formally achieves 1,2-aminohydroxylation of terminal alkynes in a regioselective fashion when combined with the copper(I)-catalyzed 1,3-dipolar cycloaddition with N-sulfonyl azides.
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