期刊
ORGANIC LETTERS
卷 21, 期 13, 页码 4924-4928出版社
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.9b01180
关键词
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资金
- National Natural Science Foundation of China [21822303, 21772020]
- Fundamental Research Funds for the Central Universities (Chongqing University) [2018CDXZ0002, 2018CDPTCG0001/4]
- Chongqing Science and Technology Committee
- Chongqing Postdoctoral Science Special Foundation [XmT2018085]
DFT calculations are used to reveal the mechanism of Bronsted-base-mediated borylation of propynols. The reaction is predicted to go through a key intermediate of alkenylboronate. Therefore, the possible pathways involve two key steps, borylation and reductive dehydroxylation. The favored pathway for the generation of the alkenylboronate intermediate involves alkoxy exchange, methoxylation, electrophilic substitution, and protonation. Then, the final product is yielded by a second alkoxy exchange, intramolecular nucleophilic attack, beta-methoxy elimination, and protonation.
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