期刊
ORGANIC LETTERS
卷 23, 期 7, 页码 2571-2577出版社
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.1c00488
关键词
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资金
- National Natural Science Foundation of China [21690074, 21871288, 21821002, 91856111]
- Strategic Priority Research Program of the Chinese Academy of Sciences [XDB 20000000]
This Ni-catalyzed three-component coupling reaction provides a general synthetic approach to 1,4-disubstituted homoallylic alcohols, which were previously difficult to access. The reaction is regioselective, trans-selective, and can tolerate highly base-sensitive functional groups under neutral conditions.
We herein report a Ni-catalyzed three-component coupling of 1,3-butadiene, carbonyl compounds, and arylboronic acids as a general synthetic approach to 1,4-disubstituted homoallylic alcohols, an important class of compounds, which have previously not been straightforward to access. The reaction occurs efficiently using a Ni(cod) 2 catalyst without any external base and ligand at ambient temperature and allows a highly regioselective and trans-selective 1,4-dicarbofunctionalization of feedstock butadiene in a single operation. This simple and practical protocol could apply to a comprehensive scope of substrates. The neutral conditions show extraordinary tolerance for even highly base-sensitive functional groups.
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