期刊
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
卷 133, 期 42, 页码 16901-16910出版社
AMER CHEMICAL SOC
DOI: 10.1021/ja206230h
关键词
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资金
- NIH [RC1-GM091161, S10 RR08389]
- ACS GCI Pharmaceutical Roundtable
- Camille and Henry Dreyfus Postdoctoral Program in Environmental Chemistry
- NSF [CHE-9208463]
Aerobic oxidation reactions have been the focus of considerable attention, but their use in mainstream organic chemistry has been constrained by limitations in their synthetic scope and by practical factors, such as the use of pure O-2 as the oxidant or complex catalyst synthesis. Here, we report a new (bpy)Cu-I/TEMPO catalyst system that enables efficient and selective aerobic oxidation of a broad range of primary alcohols, including allylic, benzylic, and aliphatic derivatives, to the corresponding aldehydes using readily available reagents, at room temperature with ambient air as the oxidant. The catalyst system is compatible with a wide range of functional groups and the high selectivity for 1 degrees alcohols enables selective oxidation of diols that lack protecting groups.
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