Journal
CHEMISTRY-A EUROPEAN JOURNAL
Volume 23, Issue 36, Pages 8615-8618Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.201701865
Keywords
C-H functionalization; photocatalysis; site-selectivity; steric effects; decatungstate
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Funding
- JSPS [26248031]
- Grants-in-Aid for Scientific Research [26248031] Funding Source: KAKEN
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Synergistic control over the S(H)2 transition states of hydrogen abstraction exploiting polar and steric effects provides a promising cooperative strategy for site-selective C(sp(3))-H functionalization using decatungstate anion photocatalysis. By using this photocatalytic approach, the C-H bonds of substituted lactones and cyclic ketones were functionalized selectively. In the remarkable case of 2-isoamyl 4-tert-butyl cyclohexanone (1t) bearing five methyl, five methylene, and three methine C-H bonds, one methine C-H bond in the isoamyl tether was selectively functionalized.
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