Journal
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 139, Issue 36, Pages 12394-12397Publisher
AMER CHEMICAL SOC
DOI: 10.1021/jacs.7b06851
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Funding
- Scripps Research Institute
- NIH (NIGMS) [2R01GM084019]
- Boehringer Ingelheirn Fellowship
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The first example of palladium(II)-catalyzed beta-C(sp(3))-H iodination of a wide range of ketones using a commercially available aminooxyacetic acid auxiliary has been achieved. This L, X-type directing group overcomes the limitations of the transient directing group approach for C(sp(3))-H functionalization of ketones. Practical advantages of this method include simple installation of the auxiliary without chromatography, exceptional tolerance of a-functional groups, as well as alkenes and alkynes, and rapid access to diverse sterically hindered quaternary centers.
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