Journal
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 144, Issue 5, Pages 2292-2300Publisher
AMER CHEMICAL SOC
DOI: 10.1021/jacs.1c12525
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Funding
- College of Chemistry and Molecular Engineering, Peking University
- Beijing National Laboratory for Molecular Sciences
- Peking-Tsinghua Center for Life Sciences
- Shenzhen Bay Laboratory
- National Science Foundation of China [31521004, 21673011, 21822101, 21977002]
- National Key Research and Development Program of China [2017YFA0104003]
- Li Ge-Zhao Ning Life Science Junior Research Fellowship
- Postdoctoral Fellowship of Peking-Tsinghua Center for Life Science
- PKUAIC
- High-Performance Computing Platform of Peking University
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An efficient and scalable total synthesis of (-)-triptonide is achieved using a metal-catalyzed hydrogen atom transfer (MHAT) initiated radical cyclization. Blue LEDs are found to significantly enhance the efficiency of the Co(TPP)-catalyzed MHAT-initiated reaction during the optimization of the key step. Further exploration and optimization of this catalytic system lead to the development of a dehydrogenative MHAT-initiated Giese reaction.
An efficient and scalable total synthesis of (-)-triptonide is accomplished based on a metal-catalyzed hydrogen atom transfer (MHAT)-initiated radical cyclization. During the optimization of the key step, we discovered that blue LEDs significantly promoted the efficiency of reaction initiated by Co(TPP)-catalyzed MHAT. Further exploration and optimization of this catalytic system led to development of a dehydrogenative MHAT-initiated Giese reaction.
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