期刊
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
卷 136, 期 24, 页码 8532-8535出版社
AMER CHEMICAL SOC
DOI: 10.1021/ja5036754
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资金
- JSPS KAKENHI [24229011]
- Takeda Science Foundation
- Asahi Glass Foundation
- Daiichi-Sankyo Foundation of Life Sciences
- Mochida Memorial Foundation
- Tokyo Biochemical Research Foundation
- Foundation NAGASE Science Technology Development
- Yamada Science Foundation
- Sumitomo Foundation
- JSPS [24850005, 26860010, 25713001]
- Grants-in-Aid for Scientific Research [25713001, 26860010, 24850005] Funding Source: KAKEN
We present the first trans-selective diborylation reaction of alkynes. By means of theoretical calculation-assisted reaction analysis, we designed a pseudo-intramolecular reaction of diboron, propargyl alcohol, and a base to facilitate B-B bond activation and C-B bond formation with high efficiency. This approach provides synthetically versatile and densely ftinctionalized 4-borylated 1,2-oxaborol-2(5H)-oles (vinyldiboronates) in a straightforward manner. Detailed computational analysis showed that the directing alkoxide functionality markedly lowers the activation energy of B-C bond formation.
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